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Total Synthesis of (−)-Bafilomycin A1: Application of Diastereoselective Crotylboration and Methyl Ketone Aldol Reactions
Authors:Karl A Scheidt  Akihiro Tasaka  Thomas D Bannister  Michael D Wendt  William R Roush
Abstract:A careful orchestration of protecting groups is an essential requirement for the total synthesis of the macrolide antibiotic bafilomycin A1 ( 1 ). Key steps were the Suzuki cross-coupling reaction of two advanced, suitably protected intermediates prior to closure of the macrocycle, as well as a highly stereoselective methyl ketone aldol reaction.
Keywords:Aldol reactions  Asymmetric synthesis  Bafilomycin  Total synthesis
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