Synthesis of the c14-c25 subunit of bafilomycin A1

Abstract

The enantioselective synthesis of the C14-C25 subunit of bafilomycin A1 was realized in a convergent route. The sequence involves two dynamic kinetic resolution steps of 2-alkyl 1,3-diketones that use optically active ruthenium complexes, an anti-selective reduction of a beta-hydroxyketone to control the C23 stereogenic center, and an aldol-type reaction under Evans' conditions, which sets the C17 and C18 stereogenic centers.