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Synthesis 2015; 47(08): 1085-1090
DOI: 10.1055/s-0034-1380162
DOI: 10.1055/s-0034-1380162
psp
A Practical Route for the Preparation of Bis(2,2,2-trifluoroethyl) 2-Oxoalkylphosphonates
Further Information
Publication History
Received: 28 November 2014
Accepted after revision: 23 January 2015
Publication Date:
25 February 2015 (online)
Abstract
A generally applicable, practical route was developed for the preparation of bis(2,2,2-trifluoroethyl) 2-oxoalkylphosphonates starting from the corresponding dimethyl 2-oxoalkylphosphonates. The three-step procedure contains mild and easily scaled up transformations such as trimethylsilylation, chlorination with oxalyl chloride, and trifluoroethylation; the overall yield is ca. 50%.
Key words
Horner–Wadsworth–Emmons reaction - phosphorus - Z-enones - ketones - demethylation - halogenation - stereoselectivitySupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380162.
- Supporting Information
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