Total synthesis of decytospolides A, B and a formal synthesis of aspergillide A starting from D-mannitol via tandem/domino reactions by Grubb's catalysts

摘要

A simple, short, efficient, and concise approach for the synthesis of decytospolides A, B and partial synthesis of aspergillide A was achieved from D-mannitol. The key steps employed in this approach are a Barbier type allylation, an epoxide opening by Grignard reagent, a chelation controlled reduction, tandem or domino (olefin cross-metathesis/intramolecular oxa-conjugate cyclization by Hoveydas-Grubb's 2nd generation and olefin cross-metathesis/S(N)2 reaction with Grubb's 2nd generation catalyst) processes. (C) 2015 Elsevier Ltd. All rights reserved.