Catalytic asymmetric synthesis of 19,20-dihydroakuammicine

Ken Ohori, Satoshi Shimizu, Takashi Ohshima, Masakatsu Shibasaki

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

An enantiocontrolled total synthesis of 19,20-dihydroakuammicine using a catalytic asymmetric MiChael addition of dimethyl malonate to cyclohexenone as the key step is described. The above catalytic asymmetric Michael addition proceeds quite efficiently in the presence of a heterobimetalic asymmetric catalyst (ALB-KO-t-Bu-MS 4A, 0.3 mol%), giving the corresponding Michael adduct in 94% yield and 99% ee. (C) 2000 Wiley-Liss, Inc.

Original languageEnglish
Pages (from-to)400-403
Number of pages4
JournalChirality
Volume12
Issue number5-6
DOIs
Publication statusPublished - Jan 1 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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