Facile Asymmetric Synthesis of the Core Nuclei of Xanthanolides, Guaianolides, and Eudesmanolides

Autor: Nosse, B., Chhor, R. B., Jeong, W. B., Bohm, C., Reiser, O.
Zdroj: Organic Letters; March 2003, Vol. 5 Issue: 6 p941-944, 4p
Abstrakt: Bicyclic and tricyclic γ-butyrolactones with 5,7-, 5,6,5-, 5,6,6-, or 5,7,5-fused ring systems, being found in xanthanolides, eudesmanolides, and guaianolides, were readily synthesized from methyl furan-2-carboxylic acid. Key steps were a copper(I)-catalyzed asymmetric cyclopropanation, Sakurai allylations, intramolecular ene reactions, and ring-closing metathesis reactions.
Databáze: Supplemental Index