Hydrolysis of N,N-dimethylenamines. Stereospecific synthesis of their enol and enol ester derivatives

Stereospecific conversions of dimethylaminomethylidene group in various (Z)-alkyl 2-[(2,2-disubstituted ethenyl)amino]-3-dimethylaminopropenoates into their hydroxymethylidene and benzoyloxy methylidene derivatives were achieved in moderate to good yields. The difference between pathway to enol este...

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Bibliographic Details
Published inHeterocycles Vol. 60; no. 6; pp. 1317 - 1328
Main Authors Selic, L, Grdadolnik, SG, Stanovnik, B
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.06.2003
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DIMETHYLAMINE SUBSTITUTION
HETEROCYCLIC-SYSTEMS
METHYL
COMPLEXES
CHEMISTRY
ALKYNES
APLYSINOPSIN ANALOGS
TRANSFORMATIONS
CATALYSTS
CARBOXYLIC-ACIDS
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Summary:Stereospecific conversions of dimethylaminomethylidene group in various (Z)-alkyl 2-[(2,2-disubstituted ethenyl)amino]-3-dimethylaminopropenoates 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.
ISSN:0385-5414
1881-0942
DOI:10.3987/com-03-9728