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Paper | Regular issue | Vol 60, No. 6, 2003, pp.1317-1328
Published online, 24th March, 2003
DOI: 10.3987/COM-03-9728
Hydrolysis of N,N-Dimethylenamines. Stereospecific Synthesis of Their Enol and Enol Ester Derivatives

Lovro Selic, Simona Golic Grdadolnik, and Branko Stanovnik*

*Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, P.O. Box 537, SI-1000 Ljubljana, Slovenia

Abstract

Stereospecific conversions of dimethylaminomethylidene group in various (Z)-alkyl 2-[(2,2-disubstituted ethenyl)-amino]-3-dimethylaminopro-pe-no-ates into their hydroxymethylidene and benzoyloxy methylidene derivatives were achieved in moderate to good yields. The difference between pathway to enol esters and (fused)pyrrole-2-carboxylate derivatives is clarified.