Solvent-free synthesis of unsaturated amino esters in a ball-mill

✍ Scribed by Alice Baron; Jean Martinez; Frédéric Lamaty

• Publisher: Elsevier Science
• Year: 2010
• Tongue: French
• Weight: 446 KB
• Volume: 51
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2010.09.069

✦ Synopsis

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.