Synthesis of Alkyl??Ynol??Ethers by “Anti??Michael Addition” of Metal Alkoxides to β??Substituted Alkynylsulfones

…, M Frías, J Alemán, JL García Ruano

Index: Marzo, Leyre; Parra, Alejandro; Frias, Maria; Aleman, Jose; Garcia Ruano, Jose Luis European Journal of Organic Chemistry, 2013 , # 20 p. 4405 - 4409

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Citation Number: 9

Abstract

Abstract The reaction of metal alkoxides with β-substituted 2-(p-tolylsulfonyl) acetylenes, involving an anti-Michael addition reaction followed by the in situ elimination of the sulfonyl moiety, provides a direct method for the synthesis of alkyl alkynyl ethers bearing aryl or TIPS groups joined to the triple bond. Arylalkynyl ethers derived from primary alkoxides are in situ hydrolyzed into arylacetic esters.