Synthesis of E- and Z-o-methoxy-substituted 2,3-diphenyl propenoic acids and its methyl esters

Felföldi, Károly and Sutyinszky, Mária and Nagy, Nóra and Pálinkó, István (2000) Synthesis of E- and Z-o-methoxy-substituted 2,3-diphenyl propenoic acids and its methyl esters. SYNTHETIC COMMUNICATIONS, 30 (9). pp. 1543-1553. ISSN 0039-7911

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Abstract

A series of stereoisomeric o-methoxy-substituted 2,3-diphenyl propenoic acids and their methyl esters have been synthesized. The E isomers were prepared by a modified Perkin condensation (substituted benzaldehyde, phenylacetic acid, Et3N/acetic anhydride). The difficult to access Z isomers were obtained conveniently in good yields when the appropriate coumarin derivatives were allowed to react with KOH and CH3I in DMSO.

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