Chemistry Publications
Document Type
Article
Publication Date
2-18-2011
Journal
Organic letters
Volume
13
Issue
4
First Page
572
Last Page
575
URL with Digital Object Identifier
10.1021/ol1030074
Abstract
The synthesis of the C(18)-C(34) fragment of amphidinolide C has been achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. The highly convergent approach will facilitate the synthesis of analogues, including the C(18)-C(29) fragment of amphidinolide F. Synthetic highlights include the selective methylation of a diyne, and the highly efficient use of a second generation cobalt catalyst in the Mukaiyama oxidative cyclization to form the trans-THF ring.