J. Barltrop, A. C. Day, A. Mack, A. Shahrisa, S. Wakamatsu
Cyano-substituted pyrazoles transpose photo-chemically into imidazoles by two concurrent paths: (a) 1,5-interchange, probably by 2,5-bonding to a diazabicyclopentene which isomerises by nitrogen ‘walk’ before rearomatisation, and (b) 2,3-interchange, probably via an intermediate azirine; in sharp contrast, 1,5-dimethyl-3-trifluoromethylpyrazole phototransposes exclusively by the former path.
{"title":"Competing pathways in the phototransposition of pyrazoles","authors":"J. Barltrop, A. C. Day, A. Mack, A. Shahrisa, S. Wakamatsu","doi":"10.1039/C39810000604","DOIUrl":"https://doi.org/10.1039/C39810000604","url":null,"abstract":"Cyano-substituted pyrazoles transpose photo-chemically into imidazoles by two concurrent paths: (a) 1,5-interchange, probably by 2,5-bonding to a diazabicyclopentene which isomerises by nitrogen ‘walk’ before rearomatisation, and (b) 2,3-interchange, probably via an intermediate azirine; in sharp contrast, 1,5-dimethyl-3-trifluoromethylpyrazole phototransposes exclusively by the former path.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2016-04-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84895757","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A. Dondoni, F. Junquera, F. Merchant, P. Merino, T. Tejero
The antifungal antibiotic, polyoxin J 1, has been obtained (46.4%) by the coupling of a protected derivative of 5-O-carbamoylpolyoxamic acid 2 with thymine polyoxin C 3 which were prepared by a stereoselective aminohomologation strategy of sugar aldehydes (L-threose and dialdo-D-ribofuranose) employing nitrones 4 and 5 as their iminium derivatives and furan as a carboxylate group equivalent.
5- o-氨基甲酰聚肟酸2的保护衍生物与胸腺嘧啶多毒素c3通过糖醛(L-threose和dialdo- d -核糖呋喃糖)的立体选择氨基同源化策略，以硝基4和5为其亚衍生物，呋喃为其羧酸基衍生物，偶联制得抗真菌抗生素polyoxin j1(46.4%)。
{"title":"Total synthesis of (+)-polyoxin J","authors":"A. Dondoni, F. Junquera, F. Merchant, P. Merino, T. Tejero","doi":"10.1039/C39950002127","DOIUrl":"https://doi.org/10.1039/C39950002127","url":null,"abstract":"The antifungal antibiotic, polyoxin J 1, has been obtained (46.4%) by the coupling of a protected derivative of 5-O-carbamoylpolyoxamic acid 2 with thymine polyoxin C 3 which were prepared by a stereoselective aminohomologation strategy of sugar aldehydes (L-threose and dialdo-D-ribofuranose) employing nitrones 4 and 5 as their iminium derivatives and furan as a carboxylate group equivalent.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2010-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75423726","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
S. Neidle, J. Mann, E. J. Rayner, A. Baron, Y. Opoku-Boahen, I. Simpson, Nicola J. Smith, K. Fox, J. Hartley, L. Kelland
{"title":"Symmetric bis-benzimidazoles, a new class of sequence-selective DNA-binding molecules","authors":"S. Neidle, J. Mann, E. J. Rayner, A. Baron, Y. Opoku-Boahen, I. Simpson, Nicola J. Smith, K. Fox, J. Hartley, L. Kelland","doi":"10.2210/PDB453D/PDB","DOIUrl":"https://doi.org/10.2210/PDB453D/PDB","url":null,"abstract":"","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2000-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80622716","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Andrews, Giles A. Brown, J. Charmant, T. Peakman, Arlene Rebello, K. E. Walsh, T. Gallagher, N. Hales
2-Substituted (6a–e) and 2, 2-disubstituted oxapenams (6f–g) are obtained in one step by thermolysis of the β-lactam-based oxazolidinone 4 in the presence of aldehydes and reactive ketones respectively; the C(6)-substituted oxazolidinone variant 7 reacts with hexafluoroacetone to give the enantiomerically pure oxapenam 8.
{"title":"Aldehydes and Ketones as Dipolarophiles. Application to the Synthesis of Oxapenams","authors":"Andrews, Giles A. Brown, J. Charmant, T. Peakman, Arlene Rebello, K. E. Walsh, T. Gallagher, N. Hales","doi":"10.1039/A808688E","DOIUrl":"https://doi.org/10.1039/A808688E","url":null,"abstract":"2-Substituted (6a–e) and 2, 2-disubstituted oxapenams (6f–g) are obtained in one step by thermolysis of the β-lactam-based oxazolidinone 4 in the presence of aldehydes and reactive ketones respectively; the C(6)-substituted oxazolidinone variant 7 reacts with hexafluoroacetone to give the enantiomerically pure oxapenam 8.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1999-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87933667","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
R. Alder, K. R. Anderson, P. Benjes, C. Butts, P. Koutentis, A. Orpen
Anionic ring-opening polymerisation of spiro[cyclopropane-1,9′-fluorene] with fluorenyl anion as initiator yields polymers 1 with chains which are essentially all-anti and have transversely-oriented fluorenyl groups, as shown by strong upfield shifts for the mid-chain methylene and 1,8-fluorenyl protons; synthetic routes to some specific oligomers are also reported.
{"title":"Polymers and oligomers with transverse aromatic groups and tightly controlled chain conformations","authors":"R. Alder, K. R. Anderson, P. Benjes, C. Butts, P. Koutentis, A. Orpen","doi":"10.1039/A707389E","DOIUrl":"https://doi.org/10.1039/A707389E","url":null,"abstract":"Anionic ring-opening polymerisation of spiro[cyclopropane-1,9′-fluorene] with fluorenyl anion as initiator yields polymers 1 with chains which are essentially all-anti and have transversely-oriented fluorenyl groups, as shown by strong upfield shifts for the mid-chain methylene and 1,8-fluorenyl protons; synthetic routes to some specific oligomers are also reported.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1998-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86374943","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
N. Connelly, Owen M. Hicks, G. R. Lewis, A. Orpen, Andrew J. Wood
First row transition metal (M = Mn–Ni) dichlorides react with cyanomanganese(I) carbonyl ligands to give novel paramagnetic bi- and poly-nuclear cyanide-bridged complexes, X-ray structural studies on which are consistent with FeIIIMnI, FeIIIMnII and MnIIMnII core oxidation states for [Cl3M(µ-NC)Mn(CO)(dppm)2]z (M = Fe, z = 0, 1; M = Mn, z = 0) respectively; FeIIIMnI complexes show strong solvatochromism, consistent with low spin d6 octahedral MnI to tetrahedral d5 FeIII charge transfer.
第一排过渡金属(M = Mn - ni)二氯化物与氰锰(I)羰基配体反应生成新型顺磁性双核和多核氰化物桥接配合物，x射线结构研究结果与[Cl3M(µ- nc)Mn(CO)(dppm)2]z (M = Fe, z = 0,1)的feiimni、feiimnii和MnIIMnII核心氧化态一致;M = Mn, z = 0);feiimni配合物具有较强的溶剂致色性，符合低自旋d6八面体MnI向四面体d5 FeIII电荷转移的特点。
{"title":"Tetrahedral chlorometal derivatives of redox-active cyanomanganese ligands: synthesis, structures and solvatochromic properties of a new class of cyanide-bridged complexes","authors":"N. Connelly, Owen M. Hicks, G. R. Lewis, A. Orpen, Andrew J. Wood","doi":"10.1039/A707541C","DOIUrl":"https://doi.org/10.1039/A707541C","url":null,"abstract":"First row transition metal (M = Mn–Ni) dichlorides react with cyanomanganese(I) carbonyl ligands to give novel paramagnetic bi- and poly-nuclear cyanide-bridged complexes, X-ray structural studies on which are consistent with FeIIIMnI, FeIIIMnII and MnIIMnII core oxidation states for [Cl3M(µ-NC)Mn(CO)(dppm)2]z (M = Fe, z = 0, 1; M = Mn, z = 0) respectively; FeIIIMnI complexes show strong solvatochromism, consistent with low spin d6 octahedral MnI to tetrahedral d5 FeIII charge transfer.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1998-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86594615","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sunose Mihiro, T. Peakman, J. Charmant, T. Gallagher, S. Macdonald
N-Boc 3-hydroxypyrrolidine 1 undergoes directed C-lithiation at C5 and not, as previously reported, at C2; the resulting dilithiated intermediate 6 has been trapped by a range of electrophiles to give 2-substituted 4-hydroxypyrrolidines 7.
{"title":"Regioselective directed lithiation of N -Boc-3-hydroxypyrrolidine. Synthesis of 2-substituted 4-hydroxypyrrolidines","authors":"Sunose Mihiro, T. Peakman, J. Charmant, T. Gallagher, S. Macdonald","doi":"10.1039/A804211J","DOIUrl":"https://doi.org/10.1039/A804211J","url":null,"abstract":"N-Boc 3-hydroxypyrrolidine 1 undergoes directed C-lithiation at C5 and not, as previously reported, at C2; the resulting dilithiated intermediate 6 has been trapped by a range of electrophiles to give 2-substituted 4-hydroxypyrrolidines 7.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1998-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89333410","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Platinum(0) complexes of P(CH2CH2CO2Et)3 are efficient and selective catalysts for the addition of PH3 to CH2CHCO2Et.
P(CH2CH2CO2Et)3的铂(0)配合物是PH3加成CH2CHCO2Et的高效选择性催化剂。
{"title":"Chemoselective platinum(0)-catalysed hydrophosphination of ethyl acrylate","authors":"E. Costa, P. Pringle, Kerry Worboys","doi":"10.1039/A706718F","DOIUrl":"https://doi.org/10.1039/A706718F","url":null,"abstract":"Platinum(0) complexes of P(CH2CH2CO2Et)3 are efficient and selective catalysts for the addition of PH3 to CH2CHCO2Et.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1998-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84026989","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Intramolecular photochemical [2 + 2] cycloaddition of allyl alcohol linked to amino acid derived 3,4,5,6-tetrahydrophthalimides, either via a carbonate or silicon tether, gives the corresponding cyclobutanes in excellent yield with diastereoselectivities as high as 8:1.
{"title":"Diastereoselective Intramolecular Photochemical [2+2] Cycloaddition Reactions of Tethered L-(+)-Valinol Derived Tetrahydrophthalimides","authors":"K. Booker‐Milburn, S. Gulten, Andrew Sharpe","doi":"10.1039/A702386C","DOIUrl":"https://doi.org/10.1039/A702386C","url":null,"abstract":"Intramolecular photochemical [2 + 2] cycloaddition of allyl alcohol linked to amino acid derived 3,4,5,6-tetrahydrophthalimides, either via a carbonate or silicon tether, gives the corresponding cyclobutanes in excellent yield with diastereoselectivities as high as 8:1.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1997-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73534653","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ladder oligomers with two or three nickel hemiporphyrazine units are synthesized via Diels–Alder reaction, using intermediates with isobenzofuran moieties as diene components.
{"title":"A novel route to ladder-type structures based on hemiporphyrazines","authors":"B. Hauschel, Detlef Ruff, M. Hanack","doi":"10.1039/C39950002449","DOIUrl":"https://doi.org/10.1039/C39950002449","url":null,"abstract":"Ladder oligomers with two or three nickel hemiporphyrazine units are synthesized via Diels–Alder reaction, using intermediates with isobenzofuran moieties as diene components.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84479766","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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