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通过铜催化的烯丙基膦酸盐与硅基硼酸的不对称烯丙基取代反应,实现α-三取代和α-四取代烯丙基硅烷的对映选择性合成。

Enantioselective synthesis of α-tri- and α-tetrasubstituted allylsilanes by copper-catalyzed asymmetric allylic substitution of allyl phosphates with silylboronates.

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

J Org Chem. 2013 May 17;78(10):5007-17. doi: 10.1021/jo400888b. Epub 2013 May 6.

Abstract

A copper/N-heterocyclic carbene-catalyzed asymmetric allylic substitution of allyl phosphates with a silylboronate has been developed to give highly enantioenriched allylsilanes. High regioselectivity has been achieved by employing NaOH as the base, and this catalyst system is effective for both γ-mono- and disubstituted allyl phosphates.

摘要

一种铜/N-杂环卡宾催化的烯丙基膦酸酯与硅基硼酸酯的不对称烯丙基取代反应已经被开发出来,以得到高对映选择性的烯丙基硅烷。通过使用 NaOH 作为碱,可以实现高区域选择性,并且该催化剂体系对γ-单取代和二取代的烯丙基膦酸酯都有效。

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