A Short and General Approach to the Synthesis of Styryllactones:(+)-Goniodiol, its Acetates and β-Trifluoromethyl Derivative, (+)-7-epi-Goniodiol and (+)-9-Deoxygoniopypyrone

Jian  Chen; Guo-Qiang  Lin; Zhi-Min  Wang; Han-Quan  Liu

doi:10.1055/s-2002-32977

LETTER

A Short and General Approach to the Synthesis of Styryllactones:(+)-Goniodiol, its Acetates and β-Trifluoromethyl Derivative, (+)-7-epi-Goniodiol and (+)-9-Deoxygoniopypyrone

Jian Chen, Guo-Qiang Lin*, Zhi-Min Wang, Han-Quan Liu
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, 200032, P. R. China
Fax: +86(21)64166263; e-Mail: lingq@pub.sioc.ac.cn;

Abstract

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Abstract

(+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone, the representatives of styryllactones have been synthesized in a short and general way. The key steps involve the regioselective asymmetric dihydroxylation and the palladium-catalyzed cross-coupling of cyclic allylic carbonate with vinyltributylstannane.

Key words

(+)-Goniodiol - styryllactones - synthesis - asymmetric dihydroxylation - cross-coupling

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References

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