Modular approach to saturated and α,β-unsaturated ketones

Laurent Debien; Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.1021/ol202399c

Modular approach to saturated and α,β-unsaturated ketones

Laurent Debien
, Béatrice Quiclet-Sire
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Abstract

2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinols react with radicals derived from xanthates by an addition-fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. α,β-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.

Original language	English
Pages (from-to)	5676-5679
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	20
DOIs	https://doi.org/10.1021/ol202399c
Publication status	Published - 21 Oct 2011
Externally published	Yes

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title = "Modular approach to saturated and α,β-unsaturated ketones",

abstract = "2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinols react with radicals derived from xanthates by an addition-fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. α,β-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.",

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

year = "2011",

month = oct,

day = "21",

doi = "10.1021/ol202399c",

language = "English",

volume = "13",

pages = "5676--5679",

journal = "Organic Letters",

issn = "1523-7060",

number = "20",

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AU - Debien, Laurent

AU - Quiclet-Sire, Béatrice

AU - Zard, Samir Z.

PY - 2011/10/21

Y1 - 2011/10/21

N2 - 2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinols react with radicals derived from xanthates by an addition-fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. α,β-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.

AB - 2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinols react with radicals derived from xanthates by an addition-fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. α,β-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.

U2 - 10.1021/ol202399c

DO - 10.1021/ol202399c

M3 - Article

AN - SCOPUS:80054678542

SN - 1523-7060

VL - 13

SP - 5676

EP - 5679

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Modular approach to saturated and α,β-unsaturated ketones

Abstract

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