Catalytic asymmetric conjugate addition of thiols to α,β- unsaturated thioamides: Expeditious access to enantioenriched 1,5-benzothiazepines

Takanori Ogawa, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

44 Citations (Scopus)

Abstract

Softly does it: The title reaction proceeded under proton transfer conditions with a catalyst prepared from commercially available reagents to afford the desired product in high enantioselectivity. The reaction was compatible with a free amino group, thus allowing for expeditious access to enantiomerically enriched 1,5-benzothiazepines, which are important chemical entities in medicinal chemistry.

Original languageEnglish
Pages (from-to)8551-8554
Number of pages4
JournalAngewandte Chemie - International Edition
Volume51
Issue number34
DOIs
Publication statusPublished - 2012 Aug 20
Externally publishedYes

Keywords

  • 1,5-benzothiazepine
  • asymmetric catalysis
  • chemoselectivity
  • conjugate addition
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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