Synthetic approaches to the naphthyl-isoquinoline alkaloids. Part 1. dehydroancistrocladisine

Abstract

A synthesis of (±)-7-(4,5-dimethoxy-2-methyl-1 -naphthyl)-6,8-dimethoxy-1,3-dimethylisoquinoline (dehydroancistrocladisine) 19, the racemic form of a degradation product of the unusual naphthyl - isoquinoline alkaloid ancistrocladisine 3, is recorded. The key step relied on oxazoline chemistry for the construction of the biaryl linkage. © 1991 by the Royal Society of Chemistry.