A new chiral director for the highly diastereoselective borane reduction of steroid-20-ones

György Göndös, György Dombi, James C. Orr

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Abstract

The synthesis of a new chiral boroxazolidine was achieved which was used to control the stereochemistry of the borane reduction of the 20-keto group of steroids. The otherwise hardly accessible 20α-(20S)-alcohol can thus be prepared in a yield of 91%.

Original languageEnglish
Pages (from-to)1055-1059
Number of pages5
JournalMonatshefte fur Chemie
Volume131
Issue number10
DOIs
Publication statusPublished - Jan 1 2000

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Keywords

  • Asymmetric reduction
  • Chiral boranes
  • Steroid-20-one

ASJC Scopus subject areas

  • Chemistry(all)

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