Journal
TETRAHEDRON LETTERS
Volume 51, Issue 48, Pages 6246-6249Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.09.069
Keywords
Ball-mill; Solvent-free; Amino acid; Horner-Wadsworth-Emmons; Olefination; Dehydroalanine; Carbonate base; Phosphonate
Categories
Funding
- MESR
- CNRS
- Idenix Pharmaceuticals
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The ball-milling technique was used under solvent-free conditions to perform a Horner-Wadsworth-Emmons reaction in the presence of a mild carbonate base. Starting from a phosphonate-substituted glycine, this method gave access to Boc-protected unsaturated amino esters in excellent yield and selectivity in many cases. The scope of the reaction was delineated. (C) 2010 Elsevier Ltd. All rights reserved.
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