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

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

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.

Original language	English
Pages (from-to)	9435-9438
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4039(98)02187-X
Publication status	Published - 17 Dec 1998

Access to Document

10.1016/S0040-4039(98)02187-X

Cite this

@article{b7c696ac310a48b98f754185192542cf,

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.\}",

year = "1998",

month = dec,

day = "17",

doi = "10.1016/S0040-4039(98)02187-X",

language = "English",

volume = "39",

pages = "9435--9438",

journal = "Tetrahedron Letters",

issn = "0040-4039",

number = "51",

}

TY - JOUR

T1 - A practical modification of the Barton-McCombie reaction and radical O- to S- rearrangement of xanthates

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.

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

SP - 9435

EP - 9438

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

Abstract

Access to Document

Fingerprint

Cite this