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通过可逆的烯基镍E/Z异构化实现的对映选择性镍催化炔基亲电试剂的反碳金属化环化反应

Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization.

作者信息

Clarke Christopher, Incerti-Pradillos Celia A, Lam Hon Wai

机构信息

School of Chemistry, University of Nottingham , University Park, Nottingham NG7 2RD, United Kingdom.

出版信息

J Am Chem Soc. 2016 Jul 6;138(26):8068-71. doi: 10.1021/jacs.6b04206. Epub 2016 Jun 22.

DOI:10.1021/jacs.6b04206
PMID:27333360
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4957849/
Abstract

Nickel-catalyzed additions of arylboronic acids to alkynes, followed by enantioselective cyclizations of the alkenylnickel species onto tethered ketones or enones, are reported. These reactions are reliant upon the formal anti-carbonickelation of the alkyne, which is postulated to occur by the reversible E/Z isomerization of an alkenylnickel species.

摘要

据报道，镍催化芳基硼酸与炔烃加成，随后烯基镍物种对连接的酮或烯酮进行对映选择性环化。这些反应依赖于炔烃的形式上的反碳镍化反应，据推测该反应是通过烯基镍物种的可逆E/Z异构化发生的。

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