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Merck
CN

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

Organic letters (2006-10-20)
Christophe Dubost, Istvan E Markó, Thomas Ryckmans
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]

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
8-Bromo-1-octene, 97%