An approach to α-keto vinyl carbinols

Marie Gabrielle Braun; Samir Z. Zard

doi:10.1021/ol103044x

An approach to α-keto vinyl carbinols

Marie Gabrielle Braun
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Abstract

Adducts from the radical addition of xanthates to ethyl vinyl sulfide readily undergo elimination of the xanthate group upon thermolysis to give vinylic and/or allylic sulfides, depending on the structure. In the case of α-xanthyl ketones, the adducts are converted into α-keto vinyl carbinols by rearrangement of the sulfoxides derived from the vinylic and allylic sulfides.

Original language	English
Pages (from-to)	776-779
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	4
DOIs	https://doi.org/10.1021/ol103044x
Publication status	Published - 18 Feb 2011
Externally published	Yes

Access to Document

10.1021/ol103044x

Cite this

@article{2f44cf9b471c415d8d1f6a8c9be46701,

title = "An approach to α-keto vinyl carbinols",

abstract = "Adducts from the radical addition of xanthates to ethyl vinyl sulfide readily undergo elimination of the xanthate group upon thermolysis to give vinylic and/or allylic sulfides, depending on the structure. In the case of α-xanthyl ketones, the adducts are converted into α-keto vinyl carbinols by rearrangement of the sulfoxides derived from the vinylic and allylic sulfides.",

author = "Braun, \{Marie Gabrielle\} and Zard, \{Samir Z.\}",

year = "2011",

month = feb,

day = "18",

doi = "10.1021/ol103044x",

language = "English",

volume = "13",

pages = "776--779",

journal = "Organic Letters",

issn = "1523-7060",

number = "4",

}

TY - JOUR

T1 - An approach to α-keto vinyl carbinols

AU - Braun, Marie Gabrielle

AU - Zard, Samir Z.

PY - 2011/2/18

Y1 - 2011/2/18

N2 - Adducts from the radical addition of xanthates to ethyl vinyl sulfide readily undergo elimination of the xanthate group upon thermolysis to give vinylic and/or allylic sulfides, depending on the structure. In the case of α-xanthyl ketones, the adducts are converted into α-keto vinyl carbinols by rearrangement of the sulfoxides derived from the vinylic and allylic sulfides.

AB - Adducts from the radical addition of xanthates to ethyl vinyl sulfide readily undergo elimination of the xanthate group upon thermolysis to give vinylic and/or allylic sulfides, depending on the structure. In the case of α-xanthyl ketones, the adducts are converted into α-keto vinyl carbinols by rearrangement of the sulfoxides derived from the vinylic and allylic sulfides.

U2 - 10.1021/ol103044x

DO - 10.1021/ol103044x

M3 - Article

AN - SCOPUS:79951607544

SN - 1523-7060

VL - 13

SP - 776

EP - 779

JO - Organic Letters

JF - Organic Letters

IS - 4

ER -

An approach to α-keto vinyl carbinols

Abstract

Access to Document

Fingerprint

Cite this