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用于合成γ-连接的1,6-烯炔的高度对映选择性铜催化的炔丙基胺化反应

Highly enantioselective copper-catalyzed propargylic amination to access -tethered 1,6-enynes.

作者信息

Li Si-Jia, Huang Jian, He Jin-Yu, Zhang Rui-Jin, Qian Hao-Dong, Dai Xue-Lin, Kong Han-Han, Xu Hao

机构信息

CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, International Joint Research Center for Intelligent Biosensing Technology and Health, College of Chemistry, Central China Normal University 152 Luoyu Road Wuhan Hubei 430079 China

出版信息

RSC Adv. 2020 Oct 20;10(63):38478-38483. doi: 10.1039/d0ra07698h. eCollection 2020 Oct 15.

DOI:10.1039/d0ra07698h
PMID:35685332
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9127637/
Abstract

A highly enantioselective copper-catalyzed propargylic amination starting from benzylic allylic amines has been developed with a new chiral N,N,P ligand. A series of -tethered 1,6-enynes were synthesized in good to excellent yields with excellent enantioselectivities. Utilization of transition metal-catalyzed cycloisomerization of 1,6-enynes provides several enantioselectively enriched chiral five-membered N-heterocycles efficiently.

摘要

一种从苄基烯丙基胺出发的、由新型手性N,N,P配体催化的高度对映选择性铜催化炔丙基胺化反应已被开发出来。一系列带有连接基团的1,6-烯炔以良好至优异的产率和优异的对映选择性被合成出来。利用过渡金属催化的1,6-烯炔环异构化反应能够高效地提供几种对映体富集的手性五元氮杂环化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/8e555cb93e9c/d0ra07698h-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/ec3f13907ec6/d0ra07698h-s1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/0876ff5dfb44/d0ra07698h-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/3c20dacb2a06/d0ra07698h-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/8e555cb93e9c/d0ra07698h-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/ec3f13907ec6/d0ra07698h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/88e18c5b7d1d/d0ra07698h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/17d7b03ee9e2/d0ra07698h-s3.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/3c20dacb2a06/d0ra07698h-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ca6/9127637/8e555cb93e9c/d0ra07698h-s7.jpg

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本文引用的文献

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