Reactivity of 1,2-cyclic sulfite xylosides towards nucleophiles

N. Batoux, Christopher Hardacre, Marie Migaud, K.A. Ness, Sarah Norman

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

1,2-Cyclic sulfite xylosides offer facile access to 1,2-oxazolines upon reaction with aromatic and alkyl nitrites under Lewis or Bronsted acid conditions. Additionally, hydrophobic ionic liquids facilitate acid-catalysed formations of such oxazolines and C- and O-linked xylosides, providing means to carry out fast reactions at room temperature, and this in yields comparable to reactions conducted in xylene at high temperature for extended reaction time. (c) 2009 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)8858-8862
Number of pages5
JournalTetrahedron
Volume65
Issue number43
DOIs
Publication statusPublished - 24 Oct 2009

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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