Changsheng Jiang, Zhang Ming, Qitao Tan, Dai Qian, Tianpa You
{"title":"Asymmetric cyclopropanation catalyzed by a series of copper-(Schiff-base) complexes with two chiral centers.","authors":"Changsheng Jiang, Zhang Ming, Qitao Tan, Dai Qian, Tianpa You","doi":"10.1080/10242430215705","DOIUrl":null,"url":null,"abstract":"<p><p>A series of copper(Schiff-base) complexes with two chiral centers derived from 1,2-diphenyl-2-amino-ethanol were synthesized and applied to catalyze the asymmetric cyclopropanation of ethenes with diazoacetates. A mechanism that can explain the observed results was proposed. Some of these complexes were also efficient catalysts for asymmetric cyclopropanation of 1,1-diphenylethene with ethyl diazoacetate, affording high e.e. of up to 98.6%. An e.e. of 80.7% was achieved when no solvent was used.</p>","PeriodicalId":11752,"journal":{"name":"Enantiomer","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2002-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/10242430215705","citationCount":"11","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Enantiomer","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/10242430215705","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 11
Abstract
A series of copper(Schiff-base) complexes with two chiral centers derived from 1,2-diphenyl-2-amino-ethanol were synthesized and applied to catalyze the asymmetric cyclopropanation of ethenes with diazoacetates. A mechanism that can explain the observed results was proposed. Some of these complexes were also efficient catalysts for asymmetric cyclopropanation of 1,1-diphenylethene with ethyl diazoacetate, affording high e.e. of up to 98.6%. An e.e. of 80.7% was achieved when no solvent was used.