A novel enantioselective synthesis of (+)-myriocin based on the chemistry of 1-trimethylsilylbuta-2,3-dienes

Susumi Hatakeyama, Masashi Yoshida, Tomoyuki Esumi, Yoshiharu Iwabuchi, Hiroshi Irie, Toshiki Kawamoto, Hidetoshi Yamada, Mugio Nishizawa

Research output: Contribution to journalArticlepeer-review

61 Citations (Scopus)

Abstract

A synthesis of (+)-myriocin has been achieved in a highly stereoselective manner employing TiCl4 catalyzed addition of 1- trimethylsilylbuta-2,3-diene to an aldehyde and Et2AICI catalysed cyclization of an epoxytrichloroacetimidate for the construction of its α- substituted serine structure having three contiguous asymmetric centers.

Original languageEnglish
Pages (from-to)7887-7890
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number45
DOIs
Publication statusPublished - 1997 Nov 10
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'A novel enantioselective synthesis of (+)-myriocin based on the chemistry of 1-trimethylsilylbuta-2,3-dienes'. Together they form a unique fingerprint.

Cite this