Radical additions of xanthates to vinyl epoxides and related derivatives: A powerful tool for the modular creation of quaternary centers

Nicolas Charrier; David Gravestock; Samir Z. Zard

doi:10.1002/anie.200601567

Radical additions of xanthates to vinyl epoxides and related derivatives: A powerful tool for the modular creation of quaternary centers

Nicolas Charrier
, David Gravestock
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

50 Citations (Scopus)

Abstract

(Chemical Equation Presented) An open relationship: The triethylborane/O₂-mediated addition of xanthates to vinyl epoxides and derivatives represents an efficient process to form carbon-carbon bonds. Complex structures can be rapidly assembled in a modular, convergent manner, under mild conditions, using readily available reagents (see scheme, Bn = benzyl). The formation of quaternary centers proved especially facile.

Original language	English
Pages (from-to)	6520-6523
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	45
Issue number	39
DOIs	https://doi.org/10.1002/anie.200601567
Publication status	Published - 6 Oct 2006
Externally published	Yes

Keywords

Allylation
Allylic alcohols
Radical reactions
Vinyl epoxides
Xanthates

Access to Document

10.1002/anie.200601567

Cite this

@article{4bd5561d2fdb4d728c81cc223aeffecb,

title = "Radical additions of xanthates to vinyl epoxides and related derivatives: A powerful tool for the modular creation of quaternary centers",

abstract = "(Chemical Equation Presented) An open relationship: The triethylborane/O2-mediated addition of xanthates to vinyl epoxides and derivatives represents an efficient process to form carbon-carbon bonds. Complex structures can be rapidly assembled in a modular, convergent manner, under mild conditions, using readily available reagents (see scheme, Bn = benzyl). The formation of quaternary centers proved especially facile.",

keywords = "Allylation, Allylic alcohols, Radical reactions, Vinyl epoxides, Xanthates",

author = "Nicolas Charrier and David Gravestock and Zard, \{Samir Z.\}",

year = "2006",

month = oct,

day = "6",

doi = "10.1002/anie.200601567",

language = "English",

volume = "45",

pages = "6520--6523",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "39",

}

TY - JOUR

T1 - Radical additions of xanthates to vinyl epoxides and related derivatives

T2 - A powerful tool for the modular creation of quaternary centers

AU - Charrier, Nicolas

AU - Gravestock, David

AU - Zard, Samir Z.

PY - 2006/10/6

Y1 - 2006/10/6

N2 - (Chemical Equation Presented) An open relationship: The triethylborane/O2-mediated addition of xanthates to vinyl epoxides and derivatives represents an efficient process to form carbon-carbon bonds. Complex structures can be rapidly assembled in a modular, convergent manner, under mild conditions, using readily available reagents (see scheme, Bn = benzyl). The formation of quaternary centers proved especially facile.

AB - (Chemical Equation Presented) An open relationship: The triethylborane/O2-mediated addition of xanthates to vinyl epoxides and derivatives represents an efficient process to form carbon-carbon bonds. Complex structures can be rapidly assembled in a modular, convergent manner, under mild conditions, using readily available reagents (see scheme, Bn = benzyl). The formation of quaternary centers proved especially facile.

KW - Allylation

KW - Allylic alcohols

KW - Radical reactions

KW - Vinyl epoxides

KW - Xanthates

U2 - 10.1002/anie.200601567

DO - 10.1002/anie.200601567

M3 - Article

AN - SCOPUS:33749822110

SN - 1433-7851

VL - 45

SP - 6520

EP - 6523

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 39

ER -

Radical additions of xanthates to vinyl epoxides and related derivatives: A powerful tool for the modular creation of quaternary centers

Abstract

Keywords

Access to Document

Fingerprint

Cite this