{"title":"基团选择性自由基环化的聚双置1-羟基环戊烷羧酸衍生物","authors":"Vajira P Bulugahapitiya , Philippe Renaud","doi":"10.1016/S1387-1609(01)01278-6","DOIUrl":null,"url":null,"abstract":"<div><p>A radical annulation procedure based on a highly stereoselective conjugated addition of a cyclic 1-hydroxyacid derivative to methyl acrylate followed by a fully group selective cyclization is reported. The 1,3-stereoinduction during the cyclization step is the only component of this process that is not fully controlled. The reaction furnished only two out of the 16 possible diastereomers. This reaction opens a new approach for the preparation of polysubstituted 1-hydroxycyclopentane carboxylic acid derivatives.</p></div>","PeriodicalId":100305,"journal":{"name":"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry","volume":"4 7","pages":"Pages 619-624"},"PeriodicalIF":0.0000,"publicationDate":"2001-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/S1387-1609(01)01278-6","citationCount":"0","resultStr":"{\"title\":\"Polysusbtituted 1-hydroxycyclopentane carboxylic acid derivatives via a group-selective radical annulation\",\"authors\":\"Vajira P Bulugahapitiya , Philippe Renaud\",\"doi\":\"10.1016/S1387-1609(01)01278-6\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A radical annulation procedure based on a highly stereoselective conjugated addition of a cyclic 1-hydroxyacid derivative to methyl acrylate followed by a fully group selective cyclization is reported. The 1,3-stereoinduction during the cyclization step is the only component of this process that is not fully controlled. The reaction furnished only two out of the 16 possible diastereomers. This reaction opens a new approach for the preparation of polysubstituted 1-hydroxycyclopentane carboxylic acid derivatives.</p></div>\",\"PeriodicalId\":100305,\"journal\":{\"name\":\"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry\",\"volume\":\"4 7\",\"pages\":\"Pages 619-624\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2001-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1016/S1387-1609(01)01278-6\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1387160901012786\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1387160901012786","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Polysusbtituted 1-hydroxycyclopentane carboxylic acid derivatives via a group-selective radical annulation
A radical annulation procedure based on a highly stereoselective conjugated addition of a cyclic 1-hydroxyacid derivative to methyl acrylate followed by a fully group selective cyclization is reported. The 1,3-stereoinduction during the cyclization step is the only component of this process that is not fully controlled. The reaction furnished only two out of the 16 possible diastereomers. This reaction opens a new approach for the preparation of polysubstituted 1-hydroxycyclopentane carboxylic acid derivatives.
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