Jihee Cho, Rakesh Parida, Changhyun Lim, Jin Yong Lee, Jong Seung Kim, Sanghee Kim
A new fluorescent sensor was developed, in which pyrene is conjugated to calix[4]triazolium via an ester linker, and its ability to bind anions was investigated. Interestingly, addition of HSO4- to Py-CT4 resulted in increased fluorescence, but other anions had little effect. This phenomenon is attributed to the formation of a 1:1 stoichiometric Py-CT4-HSO4- complex that interferes with the photoinduced electron transfer (PET) process. The selectivity of Py-CT4 for HSO4− is the result of appropriate spatial complementarity to, and hydrogen bond interaction with, HSO4−. The binding mode and fluorescence changes caused by the PET process can be explained well by density functional theory (DFT) calculations.
{"title":"A Pyrene-Calix[4]triazolium Conjugate for Fluorescence Recognition of Hydrogen Sulfate","authors":"Jihee Cho, Rakesh Parida, Changhyun Lim, Jin Yong Lee, Jong Seung Kim, Sanghee Kim","doi":"10.1039/d4qo00704b","DOIUrl":"https://doi.org/10.1039/d4qo00704b","url":null,"abstract":"A new fluorescent sensor was developed, in which pyrene is conjugated to calix[4]triazolium via an ester linker, and its ability to bind anions was investigated. Interestingly, addition of HSO4- to Py-CT4 resulted in increased fluorescence, but other anions had little effect. This phenomenon is attributed to the formation of a 1:1 stoichiometric Py-CT4-HSO4- complex that interferes with the photoinduced electron transfer (PET) process. The selectivity of Py-CT4 for HSO4− is the result of appropriate spatial complementarity to, and hydrogen bond interaction with, HSO4−. The binding mode and fluorescence changes caused by the PET process can be explained well by density functional theory (DFT) calculations.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141315680","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jiabin Xing, Qihan Lin, Sheng-Yi Zhuang, Gang Wu, Jiangshan Zhang, Hui Wang, Dan-Wei Zhang, Zhan-Ting Li
A hydrogen bonded calix[5]arene cavitand has been designed and prepared, which has a bowl-like cavity of about 0.85 nm width. The binding affinity of the container for ferrocene and its eight derivatives in chloroform is modest. In binary perfluoro-1-iodohexane and chloroform (9:1 v/v), binding constants for the complexes of the seven fluorine-free guests increase by 14.0-144.1 times. In contrast, binding constants for the complexes of two guests that bear a perfluoroheptyl group do not exhibit similar increase. Similar enhancement of binding affinity can also be observed in binary solvents of perfluoro-1-iodobutane or perfluoro-1-iodooctane and chloroform. The results support that perfluoro-1-iodoalkanes molecules in the cavity of the calix[5]arene container function as high-energy ones and their release into the bulk phase is the major driving force for enhanced inclusion of the calix[5]arene container for the fluorine-free guests.
{"title":"Enhancing the binding of calix[5]arene containers for ferrocenes by fluorophobic effect through the release of high-energy perfluoro-1-iodoalkanes","authors":"Jiabin Xing, Qihan Lin, Sheng-Yi Zhuang, Gang Wu, Jiangshan Zhang, Hui Wang, Dan-Wei Zhang, Zhan-Ting Li","doi":"10.1039/d4qo00672k","DOIUrl":"https://doi.org/10.1039/d4qo00672k","url":null,"abstract":"A hydrogen bonded calix[5]arene cavitand has been designed and prepared, which has a bowl-like cavity of about 0.85 nm width. The binding affinity of the container for ferrocene and its eight derivatives in chloroform is modest. In binary perfluoro-1-iodohexane and chloroform (9:1 v/v), binding constants for the complexes of the seven fluorine-free guests increase by 14.0-144.1 times. In contrast, binding constants for the complexes of two guests that bear a perfluoroheptyl group do not exhibit similar increase. Similar enhancement of binding affinity can also be observed in binary solvents of perfluoro-1-iodobutane or perfluoro-1-iodooctane and chloroform. The results support that perfluoro-1-iodoalkanes molecules in the cavity of the calix[5]arene container function as high-energy ones and their release into the bulk phase is the major driving force for enhanced inclusion of the calix[5]arene container for the fluorine-free guests.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141309177","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
An [3+1+1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF2CO2Me and pyridinium salts as readily available substrates has been developed. By change the reaction condition, this metal-free process realized selective cleavage of one or two C−F bonds of difluorocarbene and let it act as C or CF source. Further transformation of the product represented the practicality of this reaction.
本研究开发了一种[3+1+1]级联环化反应，该反应以磺鎓酰化物、BrCF2CO2Me 和吡啶鎓盐为容易获得的底物，用于歧化构建三取代吲嗪类化合物。通过改变反应条件，这种无金属工艺实现了选择性裂解二氟碳的一个或两个 C-F 键，并使其成为 C 或 CF 源。产物的进一步转化体现了这一反应的实用性。
{"title":"Base-controlled Selective Cleavage of C−F Bond of Difluorocarbene for the Divergent Assembly of Indolizines","authors":"Chun-Yan Wu, Xiang-Long Chen, Dong-Sheng Yang, Yong-Xing Tang, Li-Sheng Wang, Yan-Dong Wu, Shi-Yi Zhuang, An-Xin Wu","doi":"10.1039/d4qo00801d","DOIUrl":"https://doi.org/10.1039/d4qo00801d","url":null,"abstract":"An [3+1+1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF2CO2Me and pyridinium salts as readily available substrates has been developed. By change the reaction condition, this metal-free process realized selective cleavage of one or two C−F bonds of difluorocarbene and let it act as C or CF source. Further transformation of the product represented the practicality of this reaction.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141309088","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A palladium-catalyzed tandem Heck arylation and isomerization of alkenyl alcohols using arylsulfonium salts is reported. The reaction enabled facile conversion of various allylic and non-allylic alcohols to the corresponding arylalkyl ketones or aldehydes in good to excellent yields. Different types of arylsulfonium salts were verified as powerful arylation reagents in the relay Heck reactions via chain-walking without being affected by the sulfide byproducts. The transformation exhibited obvious advantages such as the high efficiency, mild conditions, good functional group tolerance, excellent regioselectivity, and a wide range of substrates, which allowed remote functionalization of alkenyl alcohols with more complex aryl transfer reagents. A plausible reaction mechanism was presumed to involve the initial Heck arylation of the alkenyl moiety with arylsulfonium salts, the repeated migratory insertion and β-hydride elimination, and the enol isomerization to yield the final product. Moreover, the Pd-catalyst keeps coordination to substrate during the relay process. This work represents the first remote functionalization of alkenyl alcohols with arylsulfonium salts as the arylation reagents.
{"title":"Pd-Catalyzed Relay Heck Arylation of Alkenyl Alcohols with Arylsulfonium Salts","authors":"Jia-Wei Song, Fang Xia, Xiu-Lan Zhang, Cheng-Pan Zhang","doi":"10.1039/d4qo00618f","DOIUrl":"https://doi.org/10.1039/d4qo00618f","url":null,"abstract":"A palladium-catalyzed tandem Heck arylation and isomerization of alkenyl alcohols using arylsulfonium salts is reported. The reaction enabled facile conversion of various allylic and non-allylic alcohols to the corresponding arylalkyl ketones or aldehydes in good to excellent yields. Different types of arylsulfonium salts were verified as powerful arylation reagents in the relay Heck reactions via chain-walking without being affected by the sulfide byproducts. The transformation exhibited obvious advantages such as the high efficiency, mild conditions, good functional group tolerance, excellent regioselectivity, and a wide range of substrates, which allowed remote functionalization of alkenyl alcohols with more complex aryl transfer reagents. A plausible reaction mechanism was presumed to involve the initial Heck arylation of the alkenyl moiety with arylsulfonium salts, the repeated migratory insertion and β-hydride elimination, and the enol isomerization to yield the final product. Moreover, the Pd-catalyst keeps coordination to substrate during the relay process. This work represents the first remote functionalization of alkenyl alcohols with arylsulfonium salts as the arylation reagents.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141309015","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lin Zhao, Xinyu Zhou, Kemeng Zhang, Siyu Han, Ge Wu
Herein, we describe an electrochemical strategy that enables the aminotrideuteromethylthiolation of isocyanides with anilines and CD3SSO3Na, providing an unprecedented route to access S-CD3 isothioureas in satisfactory yields. Mechanistic studies reveal that the transformation initiates the addition of CD3S radical to the isocyanide followed by a nucleophilic attack of the in-situ generated imine carbocation intermediate with anilines. Importantly, these reactions exhibit exclusive chemo-selectivity at carbon of isocyanides, wide functional groups compatibility as well as late-stage functionalization of complex substrates.
{"title":"Electrochemical aminotrideuteromethylthiolation of isocyanides with anilines and CD3SSO3Na","authors":"Lin Zhao, Xinyu Zhou, Kemeng Zhang, Siyu Han, Ge Wu","doi":"10.1039/d4qo00858h","DOIUrl":"https://doi.org/10.1039/d4qo00858h","url":null,"abstract":"Herein, we describe an electrochemical strategy that enables the aminotrideuteromethylthiolation of isocyanides with anilines and CD3SSO3Na, providing an unprecedented route to access S-CD3 isothioureas in satisfactory yields. Mechanistic studies reveal that the transformation initiates the addition of CD3S radical to the isocyanide followed by a nucleophilic attack of the in-situ generated imine carbocation intermediate with anilines. Importantly, these reactions exhibit exclusive chemo-selectivity at carbon of isocyanides, wide functional groups compatibility as well as late-stage functionalization of complex substrates.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141315725","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hongyan Lan, You Su, Yikun Chen, Xiaozhi He, Dingyi Wang
Oximes are crucial in several areas such as synthetic chemistry, medicinal chemistry, and materials science. In this context, we have developed a general photochemical approach for synthesizing diverse oximes without catalysts. Our protocol demonstrated broad applicability in various alkene oximation reactions, such as phosphoryloximation, sulfonyloximation, and trifluoromethyl-oximation. Furthermore, this protocol could be extended to obtain alkenyl and alkynyl phosphine oxides. Characterized by its mild conditions, board substrate compatibility, straightforward operation, and scalability, our synthetic strategy stands out. The simple and modular method offers a new perspective for chemists to rapidly obtain various radical intermediates in an environmentally friendly and sustainable way.
{"title":"A General Photochemical Strategy for the Oximation of Activated Alkenes without a Catalyst","authors":"Hongyan Lan, You Su, Yikun Chen, Xiaozhi He, Dingyi Wang","doi":"10.1039/d4qo00636d","DOIUrl":"https://doi.org/10.1039/d4qo00636d","url":null,"abstract":"Oximes are crucial in several areas such as synthetic chemistry, medicinal chemistry, and materials science. In this context, we have developed a general photochemical approach for synthesizing diverse oximes without catalysts. Our protocol demonstrated broad applicability in various alkene oximation reactions, such as phosphoryloximation, sulfonyloximation, and trifluoromethyl-oximation. Furthermore, this protocol could be extended to obtain alkenyl and alkynyl phosphine oxides. Characterized by its mild conditions, board substrate compatibility, straightforward operation, and scalability, our synthetic strategy stands out. The simple and modular method offers a new perspective for chemists to rapidly obtain various radical intermediates in an environmentally friendly and sustainable way.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141304544","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ning Lei, Qian Zhang, Pan Tao, Cong Lu, Qian Lei, Ke Zheng
Dearomatization of arenes emerges as a reliable strategy for crafting intricate 3D polycyclic frameworks. Nonetheless, the development of an efficient method for dearomatization across diverse arenes remains a formidable challenge, particularly in the case of unactivated benzene. In this study, we present a facile dearomative difunctionalization approach for unactivated arenes through a highly selective radical relay reaction. The reaction operates under mild conditions, devoid of metals, photocatalysts, and additives. This method exhibits a broad substrate scope and exceptional functional group tolerance, successfully transforming various aromatics, including inert naphthalene and benzene rings, indoles, pyrroles, benzofuran, and thiophene. Bioactivity assessments reveal a significant inhibitory effect of the synthesized complex polycyclic frameworks on HCT 116 cancer cells, with subsequent mouse experiments providing compelling evidence of its feasibility.
{"title":"Dearomative difunctionalization of arenes via highly selective radical relay reactions","authors":"Ning Lei, Qian Zhang, Pan Tao, Cong Lu, Qian Lei, Ke Zheng","doi":"10.1039/d4qo00964a","DOIUrl":"https://doi.org/10.1039/d4qo00964a","url":null,"abstract":"Dearomatization of arenes emerges as a reliable strategy for crafting intricate 3D polycyclic frameworks. Nonetheless, the development of an efficient method for dearomatization across diverse arenes remains a formidable challenge, particularly in the case of unactivated benzene. In this study, we present a facile dearomative difunctionalization approach for unactivated arenes through a highly selective radical relay reaction. The reaction operates under mild conditions, devoid of metals, photocatalysts, and additives. This method exhibits a broad substrate scope and exceptional functional group tolerance, successfully transforming various aromatics, including inert naphthalene and benzene rings, indoles, pyrroles, benzofuran, and thiophene. Bioactivity assessments reveal a significant inhibitory effect of the synthesized complex polycyclic frameworks on HCT 116 cancer cells, with subsequent mouse experiments providing compelling evidence of its feasibility.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141304510","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The chiral unsymmetrical α,α-diarylmethine skeleton is widely found in natural products and synthetic pharmaceuticals. The catalytic asymmetric C-H insertion reaction of simple, unprotected indoles and pyrroles with α-aryl sulfur ylides provides a direct route to their stereoselective preparation. Nevertheless, controlling the reactivity and stereoselectivity of this reaction has presented a significant challenge. In this study, we present the highly enantioselective asymmetric formal C-H insertion reactions of N-H free indoles and pyrroles with sulfoxonium ylides, yielding chiral gem-heterodiarylmethine frameworks with good to excellent yields and enantioselectivities. Importantly, experimental mechanistic studies and DFT calculations indicate that the stereoselectivity originates from dynamic kinetic resolution, where multiple noncovalent interactions play a pivotal role, with C-C bond formation as the rate-determining step. The findings in this study may pave the way for the development of catalytic asymmetric C-H insertion reactions of sulfur ylides with other carbon nucleophiles.
{"title":"Enantioselective Synthesis of Unsymmetrical α,α-Diarylacetates via Organocatalyzed Formal C-H Insertion Reactions of Sulfoxonium Ylides with Indoles and Pyrroles","authors":"Xin Yue, Shi-Jia Li, Tianyuan Ou, Zhenying Xiong, Feng Jiang, Ying Zhou, Lijuan Song, Yupei Zhao, Wengang Guo","doi":"10.1039/d4qo00753k","DOIUrl":"https://doi.org/10.1039/d4qo00753k","url":null,"abstract":"The chiral unsymmetrical α,α-diarylmethine skeleton is widely found in natural products and synthetic pharmaceuticals. The catalytic asymmetric C-H insertion reaction of simple, unprotected indoles and pyrroles with α-aryl sulfur ylides provides a direct route to their stereoselective preparation. Nevertheless, controlling the reactivity and stereoselectivity of this reaction has presented a significant challenge. In this study, we present the highly enantioselective asymmetric formal C-H insertion reactions of N-H free indoles and pyrroles with sulfoxonium ylides, yielding chiral gem-heterodiarylmethine frameworks with good to excellent yields and enantioselectivities. Importantly, experimental mechanistic studies and DFT calculations indicate that the stereoselectivity originates from dynamic kinetic resolution, where multiple noncovalent interactions play a pivotal role, with C-C bond formation as the rate-determining step. The findings in this study may pave the way for the development of catalytic asymmetric C-H insertion reactions of sulfur ylides with other carbon nucleophiles.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141304439","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The integration of transition metals as catalysts has opened new avenues for organic synthesis, including the activation and formation of diverse bonds. The combination of metal catalysis with photochemistry or electrochemistry has demonstrated enhanced reaction selectivity and reduced reliance on chemical oxidants. By harnessing the potential of organic photo-electrocatalysis, which combines photocatalysis with electrocatalysis, a wide range of efficient and sustainable synthetic transformations have be achieved. This review provides a comprehensive overview of metal catalysis in photo-electrochemical systems, discussing reaction mechanisms and offering prospects for this triadic catalytic mode.
{"title":"Unleashing the potentiality of metals: synergistic catalysis with light and electricity","authors":"Zhengjia Shen, Jia-Lin Tu, Binbin Huang","doi":"10.1039/d4qo00797b","DOIUrl":"https://doi.org/10.1039/d4qo00797b","url":null,"abstract":"The integration of transition metals as catalysts has opened new avenues for organic synthesis, including the activation and formation of diverse bonds. The combination of metal catalysis with photochemistry or electrochemistry has demonstrated enhanced reaction selectivity and reduced reliance on chemical oxidants. By harnessing the potential of organic photo-electrocatalysis, which combines photocatalysis with electrocatalysis, a wide range of efficient and sustainable synthetic transformations have be achieved. This review provides a comprehensive overview of metal catalysis in photo-electrochemical systems, discussing reaction mechanisms and offering prospects for this triadic catalytic mode.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141299025","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Veratrum steroidal alkaloids are highly intricate alkaloids possessing a C-nor-D-homo steroid skeleton connecting to the piperidine ring. Fascinated by the structural complexity and biological profile of the Veratrum steroidal alkaloids, the first synthesis of cyclopamine was accomplished in 2009 via a semi-synthetic approach. Very recently, the synthesis of Veratrum steroidal alkaloids has thrived featuring a convergent approach. In this Highlight, the synthetic strategy that accomplishes the highly functionalized, complex molecular architecture of Veratrum steroidal alkaloids is discussed, emphasizing the involved key reaction. We highlight the current state of the synthesis of Veratrum steroidal alkaloids and discuss future directions and opportunities of the convergent synthetic approach in complex natural product synthesis.
{"title":"Strategic convergent synthesis en route to Veratrum steroidal alkaloids","authors":"Zhuo Wang","doi":"10.1039/d4qo00717d","DOIUrl":"https://doi.org/10.1039/d4qo00717d","url":null,"abstract":"Veratrum steroidal alkaloids are highly intricate alkaloids possessing a C-nor-D-homo steroid skeleton connecting to the piperidine ring. Fascinated by the structural complexity and biological profile of the Veratrum steroidal alkaloids, the first synthesis of cyclopamine was accomplished in 2009 via a semi-synthetic approach. Very recently, the synthesis of Veratrum steroidal alkaloids has thrived featuring a convergent approach. In this Highlight, the synthetic strategy that accomplishes the highly functionalized, complex molecular architecture of Veratrum steroidal alkaloids is discussed, emphasizing the involved key reaction. We highlight the current state of the synthesis of Veratrum steroidal alkaloids and discuss future directions and opportunities of the convergent synthetic approach in complex natural product synthesis.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141304313","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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