Nickel-Catalyzed Ring-Opening Alkylative Coupling of Enone with Methylenecyclopropane in the Presence of Triethylborane

被引：34

作者：

Ogata, Kenichi ^{[1
]}

Shimada, Daisuke ^{[1
]}

Furuya, Shouichi ^{[1
]}

Fukuzawa, Shin-ichi ^{[1
]}

机构：

[1] Chuo Univ, Inst Sci & Enginnering, Dept Appl Chem, Bunkyo Ku, Tokyo 1128551, Japan

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 06期

关键词：

REDUCTIVE COUPLINGS; ENANTIOSELECTIVE SYNTHESIS; (+)-ALLOPUMILIOTOXIN 267A; CONJUGATE ADDITION; ALLYLIC ALCOHOLS; SIMPLE ALKENES; ALPHA-OLEFINS; ALDEHYDES; SILANES; ALKYNES;

D O I：

10.1021/ol303548x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nickel-catalyzed alkylative coupling of an enone or enal with methylenecyclopropane in the presence of triethylborane was achieved via stereospecific proximal C-C bond cleavage of methylenecyclopropane. With the use of methylenecyclopropane possessing an acyclic alkyl substituent, this reaction was also accompanied by the beta-hydrogen elimination.

引用

页码：1182 / 1185

页数：4

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