Stereoselective Total Synthesis of (-)-(2S,4R)-3'-Methoxyl Citreochlorol: Preparation and Use of New Proline Based Auxiliary for Asymmetric Acetate Aldol Reaction.

Stereoselective total synthesis of (-)-(2S, 4R)-3`-methoxy citreochlorol, and (-)-(2S, 4S)-3`-methoxy citreochlorol is demonstrated. A proline based imidazolidinone was synthesized and used as chiral auxiliary for asymmetric acetate aldol reaction to generate initial chirality. Geminal dichloromethane was introduced by the addition of in situ generated dichloromethyllithium to Wienreb`s amide or to ester group.