A highly diastereoselective synthesis of a 1-β-methylcarbapenem intermediate using titanium enolate of 2′-hydroxypropiophenone

You Sang Lee, Won Keun Choung, Kyoung Hoon Kim, Tae Won Kang, Deok Chan Ha

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

A key 1-β-methylcarbapenem intermediate is synthesized from a highly diastereoselective condensation between the titanium enolate of 2′-hydroxypropiophenone with 4-acetoxy-β-lactam followed by ozonolysis of the resulting ketone to the carboxylic acid.

Original languageEnglish
Pages (from-to)867-870
Number of pages4
JournalTetrahedron
Volume60
Issue number4
DOIs
Publication statusPublished - 2004 Jan 19

Keywords

  • Azetidinones
  • Carbapenems
  • Condensation
  • Enolates
  • Ozonolysis
  • Stereoselective

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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