BINOL-Ti-Catalyzed carbonyl-ene cyclization by tuning the 6-Br-ligand for the synthesis of 2-methyl-19-nor-22-oxa vitamin D analogue with significant differentiation activity

Koichi Mikami, Yurika Koizumi, Ayako Osawa, Masahiro Terada, Hiroaki Takayama, Kimie Nakagawa, Toshio Okano

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

Transition state control in BINOL-Ti-catalyzed asymmetric carbonyl-ene cyclization by tuning the 6-Br-BINOL ligand completes the synthesis of the A ring of the 2-methyl-19-nor-22-oxa D3 analogue (2), which shows the significant activity in differentiation of HL-60 cell.

Original languageEnglish
Pages (from-to)1899-1902
Number of pages4
JournalSynlett
Issue number12
DOIs
Publication statusPublished - 1999 Jan 1
Externally publishedYes

Keywords

  • Asymmetric catalysis
  • Binaphthol
  • Ene reaction
  • Titanium complex
  • Vitamin D

ASJC Scopus subject areas

  • Organic Chemistry

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