Studies in macrolide synthesis: A stereocontrolled synthesis of a (9S)-macrolide intermediate for oleandomycin using chiral boron reagents

Article abstract of DOI:10.1016/S0040-4039(00)91728-3

The (9S)-macrolide 1 (P = TBS) was prepared in 14 stpes (5% yield) with 63% overall ds starting from the ethyl ketone (S)-2. The C₁-C₇ and C₈-C₁₃ segments, 3 and 4, were obtained via boron enolate aldol reaction