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Nickel-Catalyzed 1,1-Alkylboration of Electronically Unbiased Terminal Alkenes

作者:     点击:      时间:2019-05-10

Nickel-Catalyzed 1,1-Alkylboration of Electronically Unbiased Terminal Alkenes.

 

Angewandte Chemie (International ed. in English)

 

DOI:10.1002/anie.201903890

出版年:   2019-May-06 (Epub 2019 May 06)

文献类型:Journal Article

 
摘要
An unprecedented,     nickel-catalyzed,     1,     1-     alkylboration     of     electronically unbiased alkenes has been developed, providing straightforward access to secondary aliphatic boronic esters from readily available materials under very mild reaction conditions. The regioselectivity     of this reaction is governed by a unique pyridyl carboxamide ligated catalyst, rather than the substrates. Moreover, this transformation shows excellent chemo- and regio-selectivity and remarkably good functional group tolerance. We also demonstrate that under balloon-pressure, ethylene can also be utilized as a substrate. Additionally, competence experiments indicate that a selective bond formation is favored at the alpha-position     of boron and preliminary mechanistic studies indicate that the key step in this three-component reaction involves a     1,2-nickel migration.
 
 
关键词

关键词列表:1,1-regioselectivity; C(sp3)-C(sp3) coupling; alkene difunctionalization; alkylboration; nickel catalysis

 
作者信息

地址:CHINA.
Wuhan University, Institute for Advanced Studies, No. 299 Bayi Road, 430072, Wuhan, CHINA.


原文PDF链接:

https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201903890