Highly stereoselective Lewis acid mediated conjugate radical additions to methyl α-D-glucopyranoside derivatives tethering an unsaturated ester moiety at C-4

Ryosuke Munakata, Kiichiro Totani, Ken Ichi Takao, Kin Ichi Tadano

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

The Lewis acid mediated conjugate additions of alkyl radicals to some 4- crotonyl derivatives of methyl α-D-glucopyranoside proceeded with a high level of diastereochemical induction to provide the adducts carrying a β- chiral butanoic ester.

Original languageEnglish
Pages (from-to)979-982
Number of pages4
JournalSynlett
Issue number7
Publication statusPublished - 2000 Aug 9

Keywords

  • Asymmetric synthesis
  • Carbohydrates
  • Conjugate additions
  • Radical reactions

ASJC Scopus subject areas

  • Organic Chemistry

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