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
收藏
页码：1182 / 1185
页数：4
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