Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

被引:29
作者
Corlay, H
Motherwell, WB
Pennell, AMK
Shipman, M
Slawin, AMZ
Williams, DJ
Binger, P
Stepp, M
机构
[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED, DEPT CHEM, LONDON SW7 2AY, ENGLAND
[2] MAX PLANCK INST KOHLENFORSCH, D-45466 MULHEIM, GERMANY
关键词
D O I
10.1016/0040-4020(96)00160-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate accepters 12-15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.
引用
收藏
页码:4883 / 4902
页数:20
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