Title of article
A convenient synthesis of olefins via deacylation reaction
Author/Authors
Shogo Nakatsu، نويسنده , , Aider T Gubaidullin، نويسنده , , Vakhid A Mamedov، نويسنده , , Sadao Tsuboi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
13
From page
2337
To page
2349
Abstract
A convenient and environmentally-friendly synthetic method of olefins via deacylation reaction is described. The reaction gives olefins by condensation of aldehydes with a variety of 1,3-dicarbonyl compounds in the presence of anhydrous potassium carbonate at room temperature in high yields (70–90%) in one step. The synthetic potential of this strategy can be used as an alternative procedure to the Wittig, Wittig–Horner reactions. The stereochemistry of the resulted olefins was determined by NOE experiment with correct radio frequency and X-ray analysis. The E/Z selectivity of the deacylation reaction depends on the α-substituents of the 1,3-dicarbonyl compounds.
Keywords
Wittig reaction , Wittig–Horner reactions , Unsaturated esters , Aldehydes
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1085043
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