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

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.

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

References

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The enantiomeric excess was determined by HPLC analysis on chiralcel OB-H, column (detected at 254 nm; eluent: hexane/i-PrOH).

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