New Reaction Mode of the Horner-Wadsworth-Emmons Reaction for the Preparation of α-Fluoro-α,β-unsaturated Esters
- 1 July 1998
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1998 (7) , 777-779
- https://doi.org/10.1055/s-1998-1780
Abstract
Excellent E-selectivity was observed in the Horner-Wadsworth-Emmons (HWE) reactions of ethyl 2-fluoro-2-diethylphosphonoacetate 1 with alkyl aryl ketones 2a-f using Sn(OSO2CF3)2 and N-ethylpiperidine. Mg(II)-promoted HWE reactions of 1 with aldehydes 2h,i afforded α-fluoro-α,β-unsaturated esters 3h,i in a Z-selective manner depending on the reaction temperatures.Keywords
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