Synthesis 2010(17): 2884-2892  
DOI: 10.1055/s-0030-1258184
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart ˙ New York

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;
Weitere Informationen

Publikationsverlauf

Received 23 April 2010
Publikationsdatum:
16. Juli 2010 (online)

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.