Organic Letters 2006-10-26

A concise total synthesis of the lichen macrolide (+)-aspicilin.

Christophe Dubost, Istvan E Markó, Thomas Ryckmans

Index: Org. Lett. 8 , 5137, (2006)

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Abstract

The total synthesis of the polyhydroxylated macrolide (+)-aspicilin 5 is described using as a key step a highly diastereoselective allylation of aldehyde 6 with the uniquely functionalized allylstannane 1. (+)-Aspicilin is obtained in 18 steps and 10% overall yield. [structure: see text]