A Concise Enantioselective Synthesis of a Key A-Ring Synthon for 1α-Hydroxyvitamin D3 Compounds

Hiroko Hiyamizu, Hidenori Ooi, Yoko Inomoto, Tomoyuki Esumi, Yoshiharu Iwabuchi, Susumi Hatakeyama

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

(Matrix Presented) This report describes a concise enantioselective synthesis of the A-ring synthon for the synthesis of 1α-hydroxyvitamin D3 compounds. The synthesis involves two notable transformations: (i) stereoselective construction of the enol triflate from the vinyl ketone by Michael addition of Ph2P(O)Li followed by in situ triftation of the resulting enolate and (ii) palladium-catalyzed Heck type cyclization of the enol triflate.

Original languageEnglish
Pages (from-to)473-475
Number of pages3
JournalOrganic letters
Volume3
Issue number3
DOIs
Publication statusPublished - 2001 Feb 8
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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