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非活化仲烷基亲电试剂的不对称烷基-烷基交叉偶联反应：外消旋酰化卤代醇的立体转化性铃木反应。

Asymmetric alkyl-alkyl cross-couplings of unactivated secondary alkyl electrophiles: stereoconvergent Suzuki reactions of racemic acylated halohydrins.

机构信息

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

出版信息

J Am Chem Soc. 2010 Sep 1;132(34):11908-9. doi: 10.1021/ja105924f.

DOI:10.1021/ja105924f
PMID:20701271
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2929007/
Abstract

A method for asymmetric alkyl-alkyl Suzuki reactions of unactivated secondary alkyl electrophiles, specifically, cross-couplings of racemic acylated halohydrins with alkylborane reagents, has been developed. A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components.

摘要

一种用于非活化仲烷基亲电试剂的不对称烷基-烷基铃木反应的方法，特别是外消旋酰化卤代醇与烷基硼试剂的交叉偶联反应，已经被开发出来。一系列受保护的溴代醇，以及一个受保护的氯代醇和一个同系化的溴代醇，都可以通过商业可得的组分衍生的催化剂以高对映选择性进行偶联。

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