Synthesis of the C1-C17 Segment of Bafilomycin N

Haruka Sato, Seijiro Hosokawa

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

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 languageEnglish
Pages (from-to)577-580
Number of pages4
JournalSynlett
Volume30
Issue number5
DOIs
Publication statusPublished - 2019

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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