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An expeditious and high-yield formal synthesis of hirsutene using Rh(I)-catalyzed [(5+2)+1] cycloaddition

✍ Scribed by Xiaohui Fan; Min-Xian Tang; Lian-Gang Zhuo; Yong Qiang Tu; Zhi-Xiang Yu

Publisher: Elsevier Science
Year: 2009
Tongue: French
Weight: 270 KB
Volume: 50
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.10.023

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✦ Synopsis

An expeditious and high-yield formal synthesis of hirsutene has been achieved. This synthesis features Rh(I)-catalyzed [(5+2)+1] cycloaddition to construct a bicyclic cyclooctenone, which can be efficiently transformed to bicyclic diketone, an advanced intermediate for racemic and asymmetric syntheses of hirsutene.

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