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Studies on cyclopent-2-enone——Ⅱ.The diastereoselectivity in Lewis acid mediated reactions of enol silyl ether of cyclopent-2-enone with aldehydes
作者姓名:CAMPBELL  M.M.  BROWN  D.W.
作者单位:School of Chemistry University of Bath,U.K.,School of Chemistry,University of Bath,U.K.
摘    要:The aldol reaction of the silyl enol ether of cyclopent-2-enone with aldehydes is mediatedby various Lewis acids.Threo isomers are the major diastereoisomers formed in most cases.A reversediastereoselectivity was observed when the reaction was mediated by TBAF.The results have beendiscussed in detail by structure and transition state analysis.


Studies on cyclopent-2-enone. II. The diastereoselectivity in Lewis acid mediated reactions of enol silyl ether of cyclopent-2-enone with aldehydes
CAMPBELL,M.M.,BROWN,D.W..Studies on cyclopent-2-enone. II. The diastereoselectivity in Lewis acid mediated reactions of enol silyl ether of cyclopent-2-enone with aldehydes[J].Chinese Journal of Chemistry,1993,11(5):446-451.
Authors:Xiao-An Zhang  M M Campbell  D W Brown
Abstract:The aldol reaction of the silyl enol ether of cyclopent-2-enone with aldehydes is mediated by various Lewis acids. Threo isomers are the major diastereoisomers formed in most cases. A reverse diastereoselectivity was observed when the reaction was mediated by TBAF. The results have been discussed in detail by structure and transition state analysis.
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