A concise and unified strategy for synthesis of the C1-C18 macrolactone fragments of FD-891, FD-892 and their analogues: Formal total synthesis of fd-891

Naoki Kanoh, Ayano Kawamata, Tomohiro Itagaki, Yuta Miyazaki, Kenzo Yahata, Eunsang Kwon, Yoshiharu Iwabuchi

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

A concise and unified strategy for the synthesis of C1-C18 macrolactone fragments of FD-891 and FD-892 as well as their analogues is reported. The strategy includes a stereoselective vinylogous Mukaiyama aldol reaction (VMAR) using chiral silyl ketene N,O-acetal to construct C6-C7 stereocenters, an E-selective ring closing metathesis to construct a C12-C13 olefin, and stereodivergent construction of a C8-C9 epoxide.

Original languageEnglish
Pages (from-to)5216-5219
Number of pages4
JournalOrganic letters
Volume16
Issue number19
DOIs
Publication statusPublished - 2014 Oct 3

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'A concise and unified strategy for synthesis of the C1-C18 macrolactone fragments of FD-891, FD-892 and their analogues: Formal total synthesis of fd-891'. Together they form a unique fingerprint.

Cite this