Synthesis of an advanced maoecrystal v core structure

Abstract

Get to the core: The synthesis of an advanced structure of the recently reported cytotoxic diterpenoid maoecrystal V (1) has been accomplished. The key carbon-carbon bond-forming events feature an intramolecular Diels-Alder reaction, a cyclopropanation/reductive cleavage sequence, and an intramolecular alkylative lactonization reaction. Furthermore, a hydroxyl-directed hydrogenation was implemented to cast the desired C5 stereochemistry. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.