Palladium-Catalyzed Three-Component Cascade Cyclization Reaction of Bisallenes with Propargylic Carbonates and Organoboronic Acids: Efficient Construction of cis-Fused Bicyclo[4.3.0]nonenes

被引:41
作者
Shu, Wei [1 ]
Jia, Guochen [2 ]
Ma, Shengming [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
关键词
allenes; cyclization; multicomponent reactions; palladium; tandem reactions; MULTICOMPONENT REACTIONS; ALLENES;
D O I
10.1002/anie.200805422
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A bicycle built for two: The title reaction affords cis-fused bicyclo[4.3.0]nonenes from readily available 1,5-bisallenes with structurally diverse propargylic carbonates and arylboronic acids (see scheme; X=NTs, C(E1)2 with E1=CO2Bn, SO 2Ph, dba=trans,trans-dibenzylidenacetone). The reaction may involve a sequential oxidative addition, two different types of three carbopalladations, and a Suzuki-type coupling. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2788 / 2791
页数:4
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