Tetrahedron

Formal syntheses of (±)-Asterisca-3 (15), 6-diene and (±)-Pentalenene using Rh (I)-catalyzed [(5+ 2)+ 1] cycloaddition

X Fan, LG Zhuo, YQ Tu, ZX Yu

Index: Fan, Xiaohui; Zhuo, Lian-Gang; Tu, Yong Qiang; Yu, Zhi-Xiang Tetrahedron, 2009 , vol. 65, # 24 p. 4709 - 4713

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Citation Number: 28

Abstract

Efficient formal syntheses of (±)-Asterisca-3 (15), 6-diene, a natural product with a bicyclo [6.3. 0] undecane skeleton, and (±)-Pentalenene, a natural product with a tricyclo [6.3. 0.04, 8] undecane skeleton, have been achieved by using Rh (I)-catalyzed [(5+ 2)+ 1] cycloaddition. The [(5+ 2)+ 1] reaction provides an expeditious approach to reach the bicyclic cyclooctenone 4, which was quickly transformed (via hydroboration then oxidation ...

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