Synthesis 2013; 45(2): 167-170
DOI: 10.1055/s-0032-1317698
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

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: [email protected]
,
Markus Oberthür*
Department of Chemistry, Philipps University Marburg, Hans-Meerwein-Strasse, 35032 Marburg, Germany   Fax: +49(6421)2822021   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 03 October 2012

Accepted after revision: 31 October 2012

Publication Date:
20 November 2012 (online)


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.

 
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