Graetz Benjamin R, Rychnovsky Scott D
Department of Chemistry, 516 Rowland Hall, University of California-Irvine, Irvine, California 92697-2025, USA.
Org Lett. 2003 Sep 4;5(18):3357-60. doi: 10.1021/ol0353417.
[reaction: see text] A formal synthesis of (-)-apicularen A has been completed. The synthesis features a cyanohydrin acetonide coupling as a convergent approach to the C9-C18 segment and an intramolecular Diels-Alder addition sequence to create both the 10-membered macrocycle and the aromatic ring.