The C1-C17 segment of bafilomycin N has been synthesized. The C1-C11 segment was synthesized by the anti -selective vinylogous Mukaiyama aldol reaction with a chiral vinylketene silyl N, O -acetal and the Horner-Wadsworth-Emmons reaction, whereas C12-C17 was constructed by the syn -selective vinylogous Mukaiyama aldol reaction and the Jung's semipinacol rearrangement. Those segments were connected by the Stille coupling to afford the C1-C17 segment.
- semipinacol rearrangement
- Stille coupling
- vinylketene silyl N O -acetal
- vinylogous Mukaiyama aldol reaction
ASJC Scopus subject areas
- Organic Chemistry