posted on 2006-08-18, 00:00authored byJohn Boukouvalas, Jian-Xin Wang, Olivier Marion, Bruno Ndzi
Starting from commercially available (+)-sclareolide, the first
synthesis of zerumin B was achieved by a concise, highly
efficient pathway featuring stereoselective addition of a new
silyloxyfuryltitanium reagent to an aldehyde intermediate and
silyloxyfuran oxyfunctionalization as key steps. The synthesis
established the relative and absolute configuration of zerumin
B along with its identity with a purportedly new diterpenoid
isolated from the plant Renealmia alpinia.