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A novel and convenient protocol for synthesis of alpha-haloacrylates.

Authors :
Jiang B
Dou Y
Xu X
Xu M
Source :
Organic letters [Org Lett] 2008 Feb 21; Vol. 10 (4), pp. 593-6. Date of Electronic Publication: 2008 Jan 23.
Publication Year :
2008

Abstract

A novel and convenient protocol for synthesis of alpha-haloacrylates starting from phosphonium ylide and aldedyde or alcohol was described. Halodimethylsulfonium halide was used for the first time in halogenation of phosphonium ylide. Good yield as well as a high Z/E ratio were shown in representative cases, and an umpolung dimethyl sulfide-ylide species might be involved as an intermediate.

Subjects

Subjects :
Acrylates chemistry
Combinatorial Chemistry Techniques
Hydrocarbons, Halogenated chemistry
Molecular Structure
Stereoisomerism
Acrylates chemical synthesis
Alcohols chemistry
Aldehydes chemistry
Alkenes chemistry
Hydrocarbons, Halogenated chemical synthesis

Details

Language :
English
ISSN :
1523-7060
Volume :
10
Issue :
4
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
18211075
Full Text :
https://doi.org/10.1021/ol702859y
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