An Alternative Total Synthesis of (-)-Heliannuol E [1]

Abstract

An efficient, enantiocontrolled total synthesis of (-)-heliannuol E has been accomplished using a palladium-catalyzed cyclization of the six-membered oxygen containing heterocycle as the key reaction step.

sesquiterpene - allelopathic activity - asymmetric synthesis - palladium-catalyzed cyclization

References

<A NAME="RU18403ST-1">1</A>

This work was presented at the 6th International Symposium on Biocatalysis and biotransformations, Olomouc, June 2003 (Abstract paper: P156).

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The procedure of conversion is as follows: To a 0.2 M benzene solution of 11 was added vinyl acetate (2 equiv) and lipase AK [lipase AK/11 = 1/1.67 (w/w)] and the resulting mixture was stirred at 25 °C for 17 h.

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