Ethyl-2-(2-chloroethyl)acrylate: a new very versatile α-cyclopropylester cation synthon. Efficient synthesis of cyclopropane ester derivatives by Michael addition-induced cyclization reaction
作者:Mathilde Lachia、Sébastien Iriart、Myriam Baalouch、Alain De Mesmaeker、Renaud Beaudegnies
DOI:10.1016/j.tetlet.2011.04.046
日期:2011.6
We report here the use of the readily accessible ethyl-2-(2-chloroethyl)acrylate as a new very versatile alpha-cyclopropylester cation synthon, which reacts efficiently and selectively with carbon-, nitrogen-, sulfur- or phosphorus-centered nucleophiles through Michael addition followed by intramolecular capture of the incipient ester enolate to afford funtionalized cyclopropane esters in high yields. (C) 2011 Elsevier Ltd. All rights reserved.