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The Journal of organic chemistry

Ethyl alpha-fluoro silyl enol ether: stereoselective synthesis and its aldol reaction with aldehydes and ketones.


PMID 12003529

Abstract

Ethyl alpha-fluoro silyl enol ether is stereoselectively synthesized in high yield from inexpensive chlorofluoroacetate and Mg (or Zn) in DMF (or HMPA). Lewis acid promoted aldol reaction of this enol ether with aldehydes and ketones gives alpha-fluoro-beta-hydroxy esters in good to excellent yields.

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539147
Ethyl chlorofluoroacetate, 98%
C4H6ClFO2