Ring-Opening Reaction of Vinylidenecyclopropanediesters Catalyzed by Re2(CO)10 or Yb(OTf)3

被引：26
|
作者：
Wu, Lei [1 ]
Shi, Min [1 ]
机构：
[1] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 06期
基金：
中国国家自然科学基金;
关键词：
Regioselectivity; Cleavage reactions; Small ring systems; Rhenium; Ytterbium; FACILE SYNTHETIC PROTOCOL; LEWIS-ACID; VINYLIDENE-CYCLOPROPANES; CASCADE REACTIONS; CYCLOADDITION REACTIONS; DIPOLAR CYCLOADDITION; DOUBLE-BOND; DIARYLVINYLIDENECYCLOPROPANES; REARRANGEMENT; CONSTRUCTION;
D O I：
10.1002/ejoc.201001398
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ring-opening reaction of vinylidenecyclopropanediesters catalyzed by Re-2(CO)(10) or Yb(OTf)(3) afforded 2H-pyran-2-one derivatives or alpha,beta-unsaturated ketones in moderate to good yields through a highly regioselective carbon-carbon bond cleavage pathway. The substituents at the cyclopropane mainly determine the regioselectivity of the carbon-carbon bond cleavage, providing different products of tandem ring-opening and rearrangement reactions.
引用
收藏
页码：1099 / 1105
页数：7
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