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

页码：2444 / 2450

页数：7

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