Journal of Organic Chemistry 2011-09-02

Synthesis of the scalarane sesterterpenoid 16-deacetoxy-12-epi-scalarafuranacetate.

Xi-Bo Chen, Qian-Jia Yuan, Jing Wang, Si-Kai Hua, Jiangmeng Ren, Bu-Bing Zeng

Index: J. Org. Chem. 76(17) , 7216-21, (2011)

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Abstract

The marine natural product 16-deacetoxy-12-epi-scalarafuranacetate, isolated from Spongua officinalis , was synthesized in 18 linear steps, starting from (-)-sclareol, with high stereoselectivity and an overall yield of 6.1%. The intermediate 16-deacetoxy-12-epi-scalarafuran could be easily transformed into a series of natural scalarane sesterterpenoids in a few steps.

Related Compounds

  • Sclareol

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