Reactivity of 1,2-cyclic sulfite xylosides towards nucleophiles

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

doi:10.1016/j.tet.2009.08.053

Reactivity of 1,2-cyclic sulfite xylosides towards nucleophiles

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

Research output: Contribution to journal › Article › peer-review

5 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 language	English
Pages (from-to)	8858-8862
Number of pages	5
Journal	Tetrahedron
Volume	65
Issue number	43
DOIs	https://doi.org/10.1016/j.tet.2009.08.053
Publication status	Published - 24 Oct 2009

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/j.tet.2009.08.053

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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.",

author = "N. Batoux and Christopher Hardacre and Marie Migaud and K.A. Ness and Sarah Norman",

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AU - Batoux, N.

AU - Hardacre, Christopher

AU - Migaud, Marie

AU - Ness, K.A.

AU - Norman, Sarah

PY - 2009/10/24

Y1 - 2009/10/24

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AB - 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.

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DO - 10.1016/j.tet.2009.08.053

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JO - Tetrahedron

JF - Tetrahedron

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ER -

Reactivity of 1,2-cyclic sulfite xylosides towards nucleophiles

Abstract

ASJC Scopus subject areas

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