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 | Zendy

Shu Wei | Zendy; Jia Guochen | Zendy; Ma Shengming | Zendy

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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

Author(s) -

Shu Wei,

Jia Guochen,

Ma Shengming

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200805422

Subject(s) - palladium , bicyclic molecule , catalysis , chemistry , cascade , combinatorial chemistry , component (thermodynamics) , medicinal chemistry , stereochemistry , organic chemistry , physics , chromatography , thermodynamics

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(E 1 ) 2 with E 1 =CO 2 Bn, SO 2 Ph, dba= trans , trans ‐dibenzylidenacetone). The reaction may involve a sequential oxidative addition, two different types of three carbopalladations, and a Suzuki‐type coupling.

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