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铜催化的 1,3-二烯和醛亚胺的对映选择性还原偶联。

Cu-Catalyzed Enantioselective Reductive Coupling of 1,3-Dienes and Aldimines.

机构信息

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.

出版信息

Org Lett. 2018 Nov 16;20(22):7288-7292. doi: 10.1021/acs.orglett.8b03216. Epub 2018 Nov 7.

Abstract

Catalytic chemo- and enantioselective generation of 1,3-disubstituted allyl-Cu complexes from a Cu-H addition to 1,3-dienes followed by in situ reactions with aldimines to construct homoallylic amines is presented. The method is distinguished by an unprecedented pathway to generate enantiomerically enriched allyl-Cu species, allowing reactions with a wide range of aldimines in high chemo-, site-, diastereo-, and enantioselectivity. Functionalization provides useful building blocks that are otherwise difficult to access.

摘要

本文提出了一种通过铜-氢键加成到 1,3-二烯,然后与亚胺原位反应构建高化学选择性、位点选择性、非对映选择性和对映选择性的偕胺类化合物的方法,实现了 1,3-二取代烯丙基-Cu 配合物的催化手性和对映选择性生成。该方法的特点是生成对映体富集的烯丙基-Cu 物种的途径前所未有,允许与广泛的亚胺进行反应。官能化提供了有用的构建块,否则这些构建块很难获得。

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