New radical homoallylation reactions

Gilles Ouvry; Samir Z. Zard

doi:10.1055/s-2003-41011

New radical homoallylation reactions

Gilles Ouvry
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

13 Citations (Scopus)

Résumé

Xanthate addition to 3-aryl-4-methanesulfonylbutene and structurally related derivatives triggers a cascade involving aryl migration and elimination of a sulfonyl radical, the result being an overall homoallylation of the initial radical. Other slow migrating groups such as an ester can replace the aryl group.

langue originale	Anglais
Pages (de - à)	1627-1630
Nombre de pages	4
journal	Synlett
Numéro de publication	11
Les DOIs	https://doi.org/10.1055/s-2003-41011
état	Publié - 1 janv. 2003
Modification externe	Oui

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10.1055/s-2003-41011

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@article{b6aa0cbb3888414da7536e7ee5e64efd,

title = "New radical homoallylation reactions",

abstract = "Xanthate addition to 3-aryl-4-methanesulfonylbutene and structurally related derivatives triggers a cascade involving aryl migration and elimination of a sulfonyl radical, the result being an overall homoallylation of the initial radical. Other slow migrating groups such as an ester can replace the aryl group.",

keywords = "Alkylsulfones, Neophyl rearrangement, Radical homoallylation, Surzur-Tanner rearrangement, Xanthates",

author = "Gilles Ouvry and Zard, \{Samir Z.\}",

year = "2003",

month = jan,

day = "1",

doi = "10.1055/s-2003-41011",

language = "English",

pages = "1627--1630",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "11",

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TY - JOUR

T1 - New radical homoallylation reactions

AU - Ouvry, Gilles

AU - Zard, Samir Z.

PY - 2003/1/1

Y1 - 2003/1/1

N2 - Xanthate addition to 3-aryl-4-methanesulfonylbutene and structurally related derivatives triggers a cascade involving aryl migration and elimination of a sulfonyl radical, the result being an overall homoallylation of the initial radical. Other slow migrating groups such as an ester can replace the aryl group.

AB - Xanthate addition to 3-aryl-4-methanesulfonylbutene and structurally related derivatives triggers a cascade involving aryl migration and elimination of a sulfonyl radical, the result being an overall homoallylation of the initial radical. Other slow migrating groups such as an ester can replace the aryl group.

KW - Alkylsulfones

KW - Neophyl rearrangement

KW - Radical homoallylation

KW - Surzur-Tanner rearrangement

KW - Xanthates

U2 - 10.1055/s-2003-41011

DO - 10.1055/s-2003-41011

M3 - Article

AN - SCOPUS:0041409723

SN - 0936-5214

SP - 1627

EP - 1630

JO - Synlett

JF - Synlett

IS - 11

ER -

New radical homoallylation reactions

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