An Expedient Access to Still–Gennari Phosphonates

Frauke Messik; Markus Oberthür

doi:10.1055/s-0032-1317698

Synthesis, Table of Contents

Synthesis 2013; 45(2): 167-170
DOI: 10.1055/s-0032-1317698

practical synthetic procedures

An Expedient Access to Still–Gennari Phosphonates

Frauke Messik

Department of Chemistry, Philipps University Marburg, Hans-Meerwein-Strasse, 35032 Marburg, Germany Fax: +49(6421)2822021 Email: oberthuer@chemie.uni-marburg.de

,

Markus Oberthür*

Department of Chemistry, Philipps University Marburg, Hans-Meerwein-Strasse, 35032 Marburg, Germany Fax: +49(6421)2822021 Email: oberthuer@chemie.uni-marburg.de

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Abstract

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Abstract

An inexpensive and efficient route to the Still–Gennari phosphonates, methyl and ethyl bis(2,2,2-trifluoroethyl)phosphonoacetates, has been developed. This short reaction sequence is operationally simple and makes these versatile reagents for the preparation of Z-alkenes, according to the Still–Gennari modification of the Horner–Wadsworth–Emmons olefination reaction, available in multigram quantities.

Key words

Z-alkenes - olefination - phosphorus - Horner–Wadsworth–Emmons reaction - Still–Gennari modification

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References

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