Copper-catalyzed stereoselective conjugate addition of alkylboranes to alkynoates

被引：7
|
作者：
Wakamatsu, Takamichi [1 ]
Nagao, Kazunori [1 ]
Ohmiya, Hirohisa [1 ]
Sawamura, Masaya [1 ]
机构：
[1] Hokkaido Univ, Fac Sci, Dept Chem, Sapporo, Hokkaido 0600810, Japan
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 11卷
关键词：
alkylborane; alkynoate; conjugate addition; copper; multisubstituted alkene; ALLYLIC PHOSPHATES; STEREOSPECIFIC SYNTHESIS; ORGANOCOPPER REAGENTS; ARYLBORONIC ACIDS; ALKYNES; HYDROARYLATION; OLEFINS;
D O I：
10.3762/bjoc.11.265
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper-catalyzed conjugate addition of alkylboron compounds (alkyl-9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) to alkynoates to form beta-disubstituted acrylates is reported. The addition occurred in a formal syn-hydroalkylation mode. The syn stereoselectivity was excellent regardless of the substrate structure. A variety of functional groups were compatible with the conjugate addition.
引用
收藏
页码：2444 / 2450
页数：7
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