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修饰金鸡纳碱催化的不对称烯丙基烷基化反应
引用本文:陈湜,董琳. 修饰金鸡纳碱催化的不对称烯丙基烷基化反应[J]. 合成化学, 2012, 20(1): 23-27
作者姓名:陈湜  董琳
作者单位:四川大学华西药学院,四川成都,610041
基金项目:四川大学引进人才科研启动经费资助项目
摘    要:以修饰金鸡纳碱的手性叔胺为催化剂,Morita-Baylis-Hillman碳酸酯与α-取代的β-酮酸酯经不对称烯丙基烷基化反应,以中等收率及较好的非对映选择性和对映选择性合成了一系列具有连续季碳叔碳手性中心的新型烷基取代β-酮酸酯类化合物,其结构经1H NMR和13C NMR表征。

关 键 词:金鸡纳碱  手性叔胺  不对称催化  β-酮酸酯  烯丙基烷基化  合成

Asymmetric Allylic Alkylation Reaction by Modified Cincona Alkaloids-catalyzed
CHEN Shi , DONG Lin. Asymmetric Allylic Alkylation Reaction by Modified Cincona Alkaloids-catalyzed[J]. Chinese Journal of Synthetic Chemistry, 2012, 20(1): 23-27
Authors:CHEN Shi    DONG Lin
Affiliation:(West China School of Pharmacy,Sichuan University,Chengdu 610041,China)
Abstract:Using modified cinchona alkaloid as the catalyst,a series of new compounds that bearing adjacent quaternary carbon and tertiary carbon chiral centers were synthesized by asymmetric allylic alkylation of Morita-Baylis-Hillman carbonates with α-substituted β-ketoesters in moderated yield with excellent diastereoselectivities and good enantioselectivities.The structures were characterized by 1H NMR and 13C NMR.
Keywords:cincona alkaloid  asymmetric organocatalysis  allylic alkylation  β-ketoesters  synthesis
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