New reaction mode of the Horner–Wadsworth–Emmons reaction using Sn(OSO2CF3)2 and N-ethylpiperidine

1 January 1997

journal article
research article
Published by Royal Society of Chemistry (RSC) in Chemical Communications

No. 6,p. 559-560
https://doi.org/10.1039/a608495h

Abstract

Excellent Z or E selectivity is observed in the Horner–Wadsworth–Emmons reactions of methyl bis(trifluoroethyl)phosphonoacetate 2 with aryl alkyl ketones 3a–d or aldehydes 3f,g using Sn(OSO 2 CF 3 ) 2 in the presence of N-ethylpiperidine, which should have a different reaction mode to those using sodium hydride.

Keywords

SODIUM
REACTION MODE
EMMONS
HORNER
WADSWORTH
TRIFLUOROETHYL
OSO2CF3
BIS

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