DIVALENT PALLADIUM CATALYZED STEREOSELECTIVE SYNTHESIS OF ALPHA-(Z)-(HALOMETHYLENE)-GAMMA-BUTYROLACTONE DERIVATIVES AND ITS MECHANISM

被引:120
作者
MA, SM [1 ]
LU, XY [1 ]
机构
[1] ACAD SINICA,SHANGHAI INST ORGAN CHEM,345 LINGLING LU,SHANGHAI 200032,PEOPLES R CHINA
关键词
D O I
10.1021/jo00017a025
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alpha-Methylene-gamma-butyrolactone rings have been constructed by bis(benzonitrile)palladium dihalide or Pd-(OAc)2-LiX catalyzed cyclization reaction of haloallylic 2-alkynoates. A mechanism involving a trans halopalladation, followed by intramolecular insertion of a carbon-carbon double bond to a carbon-palladium bond and subsequent dehalopalladation, is briefly discussed.
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页码:5120 / 5125
页数:6
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