A practical modification of the Barton-McCombie reaction and radical O- to S- rearrangement of xanthates

Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.1016/S0040-4039(98)02187-X

A practical modification of the Barton-McCombie reaction and radical O- to S- rearrangement of xanthates

Béatrice Quiclet-Sire
, Samir Z. Zard

CNRS
Laboratoire de Synthèse Organique

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

The C-O bond in xanthates derived from carbohydrates can be reductively cleaved by heating in 2-propanol in the presence of equimolar amounts of dilauroyl peroxide, added in small portions; if benzene is used as the solvent, an O- to S- rearrangement of the xanthate occurs.

langue originale	Anglais
Pages (de - à)	9435-9438
Nombre de pages	4
journal	Tetrahedron Letters
Volume	39
Numéro de publication	51
Les DOIs	https://doi.org/10.1016/S0040-4039(98)02187-X
état	Publié - 17 déc. 1998

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10.1016/S0040-4039(98)02187-X

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title = "A practical modification of the Barton-McCombie reaction and radical O- to S- rearrangement of xanthates",

abstract = "The C-O bond in xanthates derived from carbohydrates can be reductively cleaved by heating in 2-propanol in the presence of equimolar amounts of dilauroyl peroxide, added in small portions; if benzene is used as the solvent, an O- to S- rearrangement of the xanthate occurs.",

author = "B{\'e}atrice Quiclet-Sire and Zard, \{Samir Z.\}",

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AU - Quiclet-Sire, Béatrice

AU - Zard, Samir Z.

PY - 1998/12/17

Y1 - 1998/12/17

N2 - The C-O bond in xanthates derived from carbohydrates can be reductively cleaved by heating in 2-propanol in the presence of equimolar amounts of dilauroyl peroxide, added in small portions; if benzene is used as the solvent, an O- to S- rearrangement of the xanthate occurs.

AB - The C-O bond in xanthates derived from carbohydrates can be reductively cleaved by heating in 2-propanol in the presence of equimolar amounts of dilauroyl peroxide, added in small portions; if benzene is used as the solvent, an O- to S- rearrangement of the xanthate occurs.

UR - https://www.scopus.com/pages/publications/0032542121

U2 - 10.1016/S0040-4039(98)02187-X

DO - 10.1016/S0040-4039(98)02187-X

M3 - Article

AN - SCOPUS:0032542121

SN - 0040-4039

VL - 39

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

A practical modification of the Barton-McCombie reaction and radical O- to S- rearrangement of xanthates

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