Enantioselective total synthesis of (-)- and (+)-petrosin

Hiroki Toya, Kentaro Okano, Kiyosei Takasu, Masataka Ihara, Atsushi Takahashi, Haruo Tanaka, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The enantioselective total synthesis of (-)- and (+)-petrosin is described. The union of two key segments was executed by Suzuki-Miyaura coupling. The quinolizidine rings were stereoselectively constructed via a diastereoselective Mannich reaction and an aza-Michael reaction. The 16-membered ring was constructed by ring-closing metathesis with the second-generation Grubbs catalyst.

Original languageEnglish
Pages (from-to)5196-5199
Number of pages4
JournalOrganic letters
Volume12
Issue number22
DOIs
Publication statusPublished - 2010 Nov 19

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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