Synthesis of N-alkoxycarbonyl-3-substituted tetramic acids and functionalized enols via C-acylation reactions of active methylene compounds with N-hydroxysuccinimide esters of N-alkoxycarbonyl-α-amino acids

Detsi, A; Micha-Screttas, M; Igglessi-Markopoulou, O

dc.contributor.author	Detsi, A	en
dc.contributor.author	Micha-Screttas, M	en
dc.contributor.author	Igglessi-Markopoulou, O	en
dc.date.accessioned	2014-03-01T01:14:12Z
dc.date.available	2014-03-01T01:14:12Z
dc.date.issued	1998	en
dc.identifier.issn	0300-922X	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/12927
dc.subject	Amino Acid	en
dc.subject.classification	Chemistry, Organic	en
dc.subject.other	3-ACYLTETRAMIC ACIDS	en
dc.subject.other	(+)-IKARUGAMYCIN	en
dc.subject.other	DERIVATIVES	en
dc.title	Synthesis of N-alkoxycarbonyl-3-substituted tetramic acids and functionalized enols via C-acylation reactions of active methylene compounds with N-hydroxysuccinimide esters of N-alkoxycarbonyl-α-amino acids	en
heal.type	journalArticle	en
heal.identifier.primary	10.1039/a801896k	en
heal.identifier.secondary	http://dx.doi.org/10.1039/a801896k	en
heal.language	English	en
heal.publicationDate	1998	en
heal.abstract	The N-hydroxysuccinimide esters of N-alkoxycarbonyl-alpha-amino acids react with active methylene compounds (malonic and acyl acetic esters),under basic conditions, to produce N-alkoxycarbonyl-3-substituted tetramic acids 7-17; in the case of the N-hydroxysuccinimide ester of L-alanine, the corresponding optically active tetramic acids 15 and 16 are obtained. In addition, the C-acylation reactions of cyanoacetic esters furnishes the functionalized enols 18-23 in very good yields. Spectral data and physical characteristics for all compounds:are reported.	en
heal.publisher	ROYAL SOC CHEMISTRY	en
heal.journalName	Journal of the Chemical Society - Perkin Transactions 1	en
dc.identifier.doi	10.1039/a801896k	en
dc.identifier.isi	ISI:000075467300029	en
dc.identifier.issue	15	en
dc.identifier.spage	2443	en
dc.identifier.epage	2449	en