Substituted allyl diphenylphosphine oxides as radical allylating agents

Gilles Ouvry; Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.1002/anie.200601556

Substituted allyl diphenylphosphine oxides as radical allylating agents

Gilles Ouvry
, Béatrice Quiclet-Sire
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Abstract

(Chemical Equation Presented) Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth = phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.

Original language	English
Pages (from-to)	5002-5006
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	45
Issue number	30
DOIs	https://doi.org/10.1002/anie.200601556
Publication status	Published - 24 Jul 2006
Externally published	Yes

Keywords

Allylation
Dithiocarbonates
Phosphane oxides
Radical reactions
β-elimination

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10.1002/anie.200601556

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title = "Substituted allyl diphenylphosphine oxides as radical allylating agents",

abstract = "(Chemical Equation Presented) Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth = phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.",

keywords = "Allylation, Dithiocarbonates, Phosphane oxides, Radical reactions, β-elimination",

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

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AU - Ouvry, Gilles

AU - Quiclet-Sire, Béatrice

AU - Zard, Samir Z.

PY - 2006/7/24

Y1 - 2006/7/24

N2 - (Chemical Equation Presented) Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth = phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.

AB - (Chemical Equation Presented) Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth = phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.

KW - Allylation

KW - Dithiocarbonates

KW - Phosphane oxides

KW - Radical reactions

KW - β-elimination

UR - https://www.scopus.com/pages/publications/33746771508

U2 - 10.1002/anie.200601556

DO - 10.1002/anie.200601556

M3 - Article

AN - SCOPUS:33746771508

SN - 1433-7851

VL - 45

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 30

ER -

Substituted allyl diphenylphosphine oxides as radical allylating agents

Abstract

Keywords

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