Rhodium(I)-Catalyzed
Hydroacylation/Cycloisomerization Cascade Reaction: Application
to the Construction of the Tricyclic Core of Guanacastepenes

Yoshihiro Oonishi; Ai Taniuchi; Yoshihiro Sato

doi:10.1055/s-0030-1258184

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Synthesis 2010(17): 2884-2892
DOI: 10.1055/s-0030-1258184

SPECIALTOPIC

Rhodium(I)-Catalyzed Hydroacylation/Cycloisomerization Cascade Reaction: Application to the Construction of the Tricyclic Core of Guanacastepenes

Yoshihiro Oonishi, Ai Taniuchi, Yoshihiro Sato*
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan
Fax: +81(11)7064982; e-Mail: biyo@pharm.hokudai.ac.jp;

Further Information

Publication History

Received 23 April 2010
Publication Date:
16 July 2010 (online)

Abstract
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Abstract

We previously developed a novel rhodium(I)-catalyzed cascade reaction involving the hydroacylation of a 4,6-dienal followed by cycloisomerization of the resulting 1,3-diene with an alkene, giving carbocycles containing a bicyclo[5.3.0]decenone skeleton in a stereoselective manner. Herein, we report the construction of the C₅,C₇,C₆-tricyclic core of guanacastepenes using this cascade reaction.

Key words

rhodium - cascade reactions - dienes - aldehydes - guanacastepenes

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