Sankara Rao Patta, Naresh Gantasala, Pradeep P. Desale, Srihari Pabbaraja
A stereoselective convergent strategy for the synthesis of the C1–C18 fragment of callyspongiolide featuring a protected 14-membered macrocyclic core is reported. This approach highlights the viability of constructing complex macrolide framework through stereoselective methods such as asymmetric alkylation and the Evans aldol reaction enabling high level of stereocontrol and sets the stage for the total synthesis of callyspongiolide. The synthesis also involves the coupling of two key fragments—an acid and an alcohol, both bearing terminal olefins—via an esterification reaction, followed by a ring-closing metathesis (RCM) reaction as the key reactions to construct the macrocycle core.
{"title":"Stereoselective Synthesis of C1–C18 Fragment with Macrocyclic Framework of Marine Cytotoxic (-)-Callyspongiolide","authors":"Sankara Rao Patta, Naresh Gantasala, Pradeep P. Desale, Srihari Pabbaraja","doi":"10.1002/ejoc.202501043","DOIUrl":"https://doi.org/10.1002/ejoc.202501043","url":null,"abstract":"A stereoselective convergent strategy for the synthesis of the C1–C18 fragment of callyspongiolide featuring a protected 14-membered macrocyclic core is reported. This approach highlights the viability of constructing complex macrolide framework through stereoselective methods such as asymmetric alkylation and the Evans aldol reaction enabling high level of stereocontrol and sets the stage for the total synthesis of callyspongiolide. The synthesis also involves the coupling of two key fragments—an acid and an alcohol, both bearing terminal olefins—via an esterification reaction, followed by a ring-closing metathesis (RCM) reaction as the key reactions to construct the macrocycle core.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"9 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147478190","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Mai Onizawa, Satoshi Sakai, Irtaza Qureshi, Yohei Shimizu, Masaya Sawamura
Copper-catalyzed enantioselective Michael reaction of α-substituted cyanoacetates with acrylates was developed as the first highly enantioselective cyanoacetate Michael reaction with acrylate-class substrates, providing a new method for constructing quaternary stereogenic carbon centers in acyclic systems. The reaction was efficiently promoted by a Cu-prolinol-phosphine-sec-amine chiral ligand L1 system, achieving both high reactivity and enantioselectivity. The α-substituents of the cyanoacetates were not restricted to a methyl group; ethyl, butyl, isobutyl, and others were also tolerated. Moreover, the catalysis was applicable to reactions with acrylamides, which had not been employed in asymmetric cyanoester Michael reaction. Selective transformations of both ester and nitrile groups in the multifunctional Michael addition products were demonstrated.
{"title":"Copper-Catalyzed Asymmetric Michael Reaction of α-Substituted Cyanoacetates with Acrylates and Acrylamides with Prolinol-Phosphine-sec-Amine Chiral Ligand","authors":"Mai Onizawa, Satoshi Sakai, Irtaza Qureshi, Yohei Shimizu, Masaya Sawamura","doi":"10.1002/ejoc.202501226","DOIUrl":"https://doi.org/10.1002/ejoc.202501226","url":null,"abstract":"Copper-catalyzed enantioselective Michael reaction of α-substituted cyanoacetates with acrylates was developed as the first highly enantioselective cyanoacetate Michael reaction with acrylate-class substrates, providing a new method for constructing quaternary stereogenic carbon centers in acyclic systems. The reaction was efficiently promoted by a Cu-prolinol-phosphine-<i>sec</i>-amine chiral ligand <b>L1</b> system, achieving both high reactivity and enantioselectivity. The α-substituents of the cyanoacetates were not restricted to a methyl group; ethyl, butyl, isobutyl, and others were also tolerated. Moreover, the catalysis was applicable to reactions with acrylamides, which had not been employed in asymmetric cyanoester Michael reaction. Selective transformations of both ester and nitrile groups in the multifunctional Michael addition products were demonstrated.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"273 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147478191","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yejin Koo, Indrajit Karmakar, Chin‐Fa Lee, Sunwoo Lee
A method for synthesizing thioesters from acyl fluorides has been developed using sulfonyl hydrazides as thiol surrogates. The reaction proceeds under base‐promoted conditions, generating a diverse array of aryl thioesters in good‐to‐excellent yields with high functional‐group tolerance. Mechanistic studies reveal an initial ionic acyl substitution to form acyl sulfonyl hydrazide intermediates, followed by a radical process involving N 2 extrusion and the recombination of acyl and thio fragments to form the CS bond.
{"title":"Base‐Promoted Thioester Synthesis from Acyl Fluorides Using Sulfonyl Hydrazides as Thiol Surrogates","authors":"Yejin Koo, Indrajit Karmakar, Chin‐Fa Lee, Sunwoo Lee","doi":"10.1002/ejoc.202600009","DOIUrl":"https://doi.org/10.1002/ejoc.202600009","url":null,"abstract":"A method for synthesizing thioesters from acyl fluorides has been developed using sulfonyl hydrazides as thiol surrogates. The reaction proceeds under base‐promoted conditions, generating a diverse array of aryl thioesters in good‐to‐excellent yields with high functional‐group tolerance. Mechanistic studies reveal an initial ionic acyl substitution to form acyl sulfonyl hydrazide intermediates, followed by a radical process involving N <jats:sub>2</jats:sub> extrusion and the recombination of acyl and thio fragments to form the CS bond.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"12 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147478192","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Santosh J. Gharpure, Kaushik C. Pansuriya, Juhi Pal
Brønsted acid-mediated synthesis of 4-arylidene oxazines from O-homopropargyl hydroxylamines is developed. A series of control experiments have been carried out, revealing that the formation of 4-arylidene oxazines proceeds through an alkyne–oximium cyclization, ring-opening reaction, and subsequent condensation. Synthetic versatility of the developed methodology was highlighted in the synthesis of 1,4-aminoalcohol as well as γ-hydroxy ketone by the reduction of 4-arylidene oxazine.
{"title":"MsOH-Mediated Cascade Cyclization of O-Homopropargyl Hydroxylamines with Aldehydes to Access 4-Arylidene-1,2-Oxazines","authors":"Santosh J. Gharpure, Kaushik C. Pansuriya, Juhi Pal","doi":"10.1002/ejoc.70386","DOIUrl":"https://doi.org/10.1002/ejoc.70386","url":null,"abstract":"Brønsted acid-mediated synthesis of 4-arylidene oxazines from <i>O</i>-homopropargyl hydroxylamines is developed. A series of control experiments have been carried out, revealing that the formation of 4-arylidene oxazines proceeds through an alkyne–oximium cyclization, ring-opening reaction, and subsequent condensation. Synthetic versatility of the developed methodology was highlighted in the synthesis of 1,4-aminoalcohol as well as <i>γ</i>-hydroxy ketone by the reduction of 4-arylidene oxazine.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"270 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147462053","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Samna Sohail, Samreen Gul Khan, Asim Mansha, Ameer Fawad Zahoor, Muhammad Naveed Anjum, Syed Makhdoom Hussain, Usman Nazeer, Aijaz Rasool Chaudhry, Ahmad Irfan, Muhammad Abbas
Copper-mediated carbon–carbon bond formation reactions are significant transformations in organic synthesis. In this context, Cadiot–Chodkiewicz cross-coupling reaction has played a pivotal role in the designing of natural products, offering an efficient and powerful way to build intricate polyacetylenes. This account provides recent applications of Cadiot–Chodkiewicz coupling reaction toward the total synthesis of polyacetylene-based natural products.
{"title":"Total Synthesis of Polyacetylene-Based Natural Products Facilitated by Cadiot–Chodkiewicz Coupling Reaction: A Review","authors":"Samna Sohail, Samreen Gul Khan, Asim Mansha, Ameer Fawad Zahoor, Muhammad Naveed Anjum, Syed Makhdoom Hussain, Usman Nazeer, Aijaz Rasool Chaudhry, Ahmad Irfan, Muhammad Abbas","doi":"10.1002/ejoc.202500704","DOIUrl":"https://doi.org/10.1002/ejoc.202500704","url":null,"abstract":"Copper-mediated carbon–carbon bond formation reactions are significant transformations in organic synthesis. In this context, Cadiot–Chodkiewicz cross-coupling reaction has played a pivotal role in the designing of natural products, offering an efficient and powerful way to build intricate polyacetylenes. This account provides recent applications of Cadiot–Chodkiewicz coupling reaction toward the total synthesis of polyacetylene-based natural products.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"7 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147466139","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Antoine Roblin, Adrien Tintar, Nicolas Casaretto, Alexis Archambeau
Herein, we report a sequential Ag(I)/Pd(0) relay catalysis strategy enabling (4 + 3) cycloadditions between in situ generated C, N-azomethine imines and 2-methylidenetrimethylene carbonates. After opti mization of the reaction conditions, an array of isoquinoline-fused oxadiazepines was obtained showing broad functional group tolerance. The method was further demonstrated on gram scale and through a streamlined three-step/one-pot procedure from readily available ortho-alkynylbenzaldehydes. This work demonstrates that orthogonal Ag(I)/Pd(0) relay catalysis provides a powerful and general platform for the rapid construction of complex heterocyclic scaffolds.
在这里，我们报道了一个顺序的Ag(I)/Pd(0)接力催化策略，使原位生成的C， n -亚甲基亚胺和2-甲基二甲基碳酸酯之间的（4 + 3）环加成。通过对反应条件的优化，得到了一系列具有广泛官能团耐受性的异喹啉融合的恶二氮卓类化合物。该方法在克尺度上进一步验证，并通过一个简化的三步/一锅程序，从现成的邻炔基苯甲醛。本研究表明正交Ag(I)/Pd(0)接力催化为复杂杂环支架的快速构建提供了一个强大的通用平台。
{"title":"Sequential Ag(I)/Pd(0) Relay Catalysis Toward (4+3) Oxadiazepine Cycloadducts","authors":"Antoine Roblin, Adrien Tintar, Nicolas Casaretto, Alexis Archambeau","doi":"10.1002/ejoc.202501048","DOIUrl":"https://doi.org/10.1002/ejoc.202501048","url":null,"abstract":"Herein, we report a sequential Ag(I)/Pd(0) relay catalysis strategy enabling (4 + 3) cycloadditions between <i>in situ</i> generated <i>C</i>, <i>N</i>-azomethine imines and 2-methylidenetrimethylene carbonates. After opti mization of the reaction conditions, an array of isoquinoline-fused oxadiazepines was obtained showing broad functional group tolerance. The method was further demonstrated on gram scale and through a streamlined three-step/one-pot procedure from readily available <i>ortho</i>-alkynylbenzaldehydes. This work demonstrates that orthogonal Ag(I)/Pd(0) relay catalysis provides a powerful and general platform for the rapid construction of complex heterocyclic scaffolds.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"3 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147462052","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Anne Boussonnière, Kim Uyen Ly, Anne-Sophie Castanet
In the field of asymmetric synthesis, the desymmetrization of prochiral diynes has arisen as a challenging yet effective strategy for the rapid and efficient construction of structurally diverse and complex molecules. This review explores the various methodologies (cycloadditions, cycloisomerizations, and C- and X- additions) that enable the enantiotopic discrimination within various symmetric diyne systems, resulting in the generation of central (both carbon and heteroatom), planar, and axial chirality.
{"title":"Enantioselective Desymmetrization of Diynes","authors":"Anne Boussonnière, Kim Uyen Ly, Anne-Sophie Castanet","doi":"10.1002/ejoc.202500614","DOIUrl":"https://doi.org/10.1002/ejoc.202500614","url":null,"abstract":"In the field of asymmetric synthesis, the desymmetrization of prochiral diynes has arisen as a challenging yet effective strategy for the rapid and efficient construction of structurally diverse and complex molecules. This review explores the various methodologies (cycloadditions, cycloisomerizations, and C- and X- additions) that enable the enantiotopic discrimination within various symmetric diyne systems, resulting in the generation of central (both carbon and heteroatom), planar, and axial chirality.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"16 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147448306","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alexander Peeters, Jordi Puiggalí-Jou, Yujie Zhang, Ismail Y. Kokculer, Albert Solé-Daura, Jorge J. Carbó, Tatjana N. Parac-Vogt, Francisco de Azambuja
Although peptides are essential for many areas of chemistry, key limitations still remain in their synthesis, such as high costs and poor atom economy. An ideal alternative is the catalytic peptide bond formation directly from nonactivated amino acids; however, the high-energy barrier associated with this reaction hampers the development of suitable alternatives. In this work, we evaluated the catalytic activity of discrete zirconium oxo clusters for direct peptide bond formation, using dipeptide cyclization as model reaction. The clusters afforded several 2,5-diketopiperazine derivatives in good-to-excellent yields under straightforward open-flask conditions, without requiring the water byproduct to be scavenged from the reaction. Further mechanistic study through density functional theory calculations revealed that the mechanism involves a second substrate molecule near the reactive site of the catalysts, to streamline proton transfers that push the reaction forward. These results underline the promising potential of discrete ZrOCs as an emerging class of catalysts for the formation of peptide bonds under green, straightforward reaction conditions.
{"title":"Zirconium Oxo Cluster-Catalyzed Dipeptide Cyclization Evaluated by Experiments and Theory","authors":"Alexander Peeters, Jordi Puiggalí-Jou, Yujie Zhang, Ismail Y. Kokculer, Albert Solé-Daura, Jorge J. Carbó, Tatjana N. Parac-Vogt, Francisco de Azambuja","doi":"10.1002/ejoc.202501037","DOIUrl":"https://doi.org/10.1002/ejoc.202501037","url":null,"abstract":"Although peptides are essential for many areas of chemistry, key limitations still remain in their synthesis, such as high costs and poor atom economy. An ideal alternative is the catalytic peptide bond formation directly from nonactivated amino acids; however, the high-energy barrier associated with this reaction hampers the development of suitable alternatives. In this work, we evaluated the catalytic activity of discrete zirconium oxo clusters for direct peptide bond formation, using dipeptide cyclization as model reaction. The clusters afforded several 2,5-diketopiperazine derivatives in good-to-excellent yields under straightforward open-flask conditions, without requiring the water byproduct to be scavenged from the reaction. Further mechanistic study through density functional theory calculations revealed that the mechanism involves a second substrate molecule near the reactive site of the catalysts, to streamline proton transfers that push the reaction forward. These results underline the promising potential of discrete ZrOCs as an emerging class of catalysts for the formation of peptide bonds under green, straightforward reaction conditions.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"270 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147448327","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Previous work has revealed that terpene synthases can efficiently convert non-natural substrate analogs, which often leads to interesting new structures. In the present study 10 sesquiterpene synthases were used to convert 14-nor-FPP into demethyl (C14) sesquiterpenes. The obtained products were isolated and their structures elucidated through NMR spectroscopy. In most cases the demethyl analogs corresponding to the natural products formed from farnesyl pyrophosphate were obtained, but sometimes the structural change in the substrate resulted in a change of reactivity and consequently the formation of structurally deviating products. The absolute configurations were assigned based on biosynthetic considerations and on a comparison of optical rotations to those of the natural C15 analogs.
{"title":"Enzymatic Synthesis of Demethylated Sesquiterpenes From 14-nor-Farnesyl Pyrophosphate","authors":"Kizerbo A. Taizoumbe, Jeroen S. Dickschat","doi":"10.1002/ejoc.70367","DOIUrl":"https://doi.org/10.1002/ejoc.70367","url":null,"abstract":"Previous work has revealed that terpene synthases can efficiently convert non-natural substrate analogs, which often leads to interesting new structures. In the present study 10 sesquiterpene synthases were used to convert 14-<i>nor</i>-FPP into demethyl (C<sub>14</sub>) sesquiterpenes. The obtained products were isolated and their structures elucidated through NMR spectroscopy. In most cases the demethyl analogs corresponding to the natural products formed from farnesyl pyrophosphate were obtained, but sometimes the structural change in the substrate resulted in a change of reactivity and consequently the formation of structurally deviating products. The absolute configurations were assigned based on biosynthetic considerations and on a comparison of optical rotations to those of the natural C<sub>15</sub> analogs.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"9 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147439791","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
An improved synthesis of manganese(I) tricarbonyl complexes of the Phosphino-Ferrocenyl-Amino-Methyl-Pyridine (PFAMPy) ligand family is reported. A comparison of both the neutral form [Mn(PFAMPy)(CO)2Br] and the cationic form [Mn(PFAMPy)(CO)3]Br was made for an enantioselective ketone hydrogenation, with both catalysts giving high yields and enantiomer ratios over 98:2. The [Mn(PFAMPy)(CO)3]Br catalyst was then applied in tandem conjugate reduction-ester hydrogenation to convert cinnamate esters into aryl propanols. This could be achieved for disubstituted cinnamates with the problematic inseparable allyl alcohol side products almost eliminated below 0.5%. A strategy to prevent CO bond reduction preceding CC reduction, and hence allylic alcohol side products, is to use a tert-butyl ester and mild conditions for the first few hours of reaction, prior to increasing temperature to promote ester hydrogenation. This approach is needed for trisubstituted cinnamate esters, which otherwise give mixtures. It is possible to carry out just conjugate reductions to saturated esters at lower temperatures without significant ester hydrogenation. Examples of manganese-catalyzed asymmetric hydrogenation of alkenes are presented in the form of an enantioselective and chemoselective conjugate reduction of trisubstituted cinnamate esters.
{"title":"Chemoselectivity and Enantioselectivity in the Conjugate Reduction of Cinnamate Esters and a Tandem Conjugate Reduction-Ester Hydrogenation Using Manganese Catalysts","authors":"José A. Fuentes, Matthew L. Clarke","doi":"10.1002/ejoc.202500884","DOIUrl":"https://doi.org/10.1002/ejoc.202500884","url":null,"abstract":"An improved synthesis of manganese(I) tricarbonyl complexes of the Phosphino-Ferrocenyl-Amino-Methyl-Pyridine (PFAMPy) ligand family is reported. A comparison of both the neutral form [Mn(PFAMPy)(CO)<sub>2</sub>Br] and the cationic form [Mn(PFAMPy)(CO)<sub>3</sub>]Br was made for an enantioselective ketone hydrogenation, with both catalysts giving high yields and enantiomer ratios over 98:2. The [Mn(PFAMPy)(CO)<sub>3</sub>]Br catalyst was then applied in tandem conjugate reduction-ester hydrogenation to convert cinnamate esters into aryl propanols. This could be achieved for disubstituted cinnamates with the problematic inseparable allyl alcohol side products almost eliminated below 0.5%. A strategy to prevent CO bond reduction preceding CC reduction, and hence allylic alcohol side products, is to use a <i>tert</i>-butyl ester and mild conditions for the first few hours of reaction, prior to increasing temperature to promote ester hydrogenation. This approach is needed for trisubstituted cinnamate esters, which otherwise give mixtures. It is possible to carry out just conjugate reductions to saturated esters at lower temperatures without significant ester hydrogenation. Examples of manganese-catalyzed asymmetric hydrogenation of alkenes are presented in the form of an enantioselective and chemoselective conjugate reduction of trisubstituted cinnamate esters.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"83 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147439795","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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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