Enantioselective construction of biaryl part in the synthesis of stegane related compounds

Hitoshi Abe, Shigemitsu Takeda, Takuro Fujita, Keisuke Nishioka, Yasuo Takeuchi, Takashi Harayama

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39 Citations (Scopus)

Abstract

A Pd-mediated intramolecular aryl-aryl coupling reaction of phenyl benzoate derivatives were examined to form benzo[c]chromen-6-ones, and then enantioselective lactone-opening reaction with a borane-oxazaborolidine combination was carried out. The resulting biphenyl was transformed into a key intermediate for the stegane related compounds. The absolute configuration of the biphenyl is also discussed.

Original languageEnglish
Pages (from-to)2327-2329
Number of pages3
JournalTetrahedron Letters
Volume45
Issue number11
DOIs
Publication statusPublished - Feb 8 2004

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Keywords

  • Biaryl
  • Lactone concept
  • Palladium
  • Phenyl benzoate
  • Steganone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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