Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 577-580 |
| Number of pages | 4 |
| Journal | Synlett |
| Volume | 30 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2019 Feb 28 |
Keywords
- Stille coupling
- bafilomycin
- polypropionate
- semipinacol rearrangement
- vinylketene silyl N O -acetal
- vinylogous Mukaiyama aldol reaction
ASJC Scopus subject areas
- Organic Chemistry
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