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, Kenichi Takao, Kin Ichi Tadano

Research output: Contribution to journalArticle

19 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

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Lewis Acids
Esters
Derivatives
methylglucoside

Keywords

  • Asymmetric synthesis
  • Carbohydrates
  • Conjugate additions
  • Radical reactions

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Highly stereoselective Lewis acid mediated conjugate radical additions to methyl α-D-glucopyranoside derivatives tethering an unsaturated ester moiety at C-4. / Munakata, Ryosuke; Totani, Kiichiro; Takao, Kenichi; Tadano, Kin Ichi.

In: Synlett, No. 7, 2000, p. 979-982.

Research output: Contribution to journalArticle

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AU - Tadano, Kin Ichi

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KW - Radical reactions

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