Synthesis of acylated active methylene compounds with N-boc-L-phenylalanine and their heterocyclization, both achieved enantioselectively

Hamilakis, S; Tsolomitis, A

dc.contributor.author	Hamilakis, S	en
dc.contributor.author	Tsolomitis, A	en
dc.date.accessioned	2014-03-01T01:23:09Z
dc.date.available	2014-03-01T01:23:09Z
dc.date.issued	2005	en
dc.identifier.issn	0793-0283	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/16841
dc.relation.uri	http://www.scopus.com/inward/record.url?eid=2-s2.0-23644440467&partnerID=40&md5=18d14003838c4a3a1a8c4581cd09cd53	en
dc.subject.classification	Chemistry, Organic	en
dc.subject.other	ACYLAMINOACETYL DERIVATIVES	en
dc.subject.other	TETRAMIC ACIDS	en
dc.subject.other	MELDRUMS ACID	en
dc.title	Synthesis of acylated active methylene compounds with N-boc-L-phenylalanine and their heterocyclization, both achieved enantioselectively	en
heal.type	journalArticle	en
heal.language	English	en
heal.publicationDate	2005	en
heal.abstract	Three active methylene compounds, malononitrile, methyl cyanoacetate and Meldrum's acid, have been found to be acylated effectively with N-Boc-L-phenylalanine using carbonyldiimidazole (CDI) activation conditions. Two of the aminoacetyl derivatives isolated in high yield (63-97%), enantioselectively, were readily heterocyclized to the corresponding tetramic acid, 5-Benzyl-4-hydroxy-1-tert-butoxycarbonylpyrrol-2(5H)-one, and 2-amino-3-cyano-2-pyrrolin-4-one, enantioselectively too.	en
heal.publisher	FREUND PUBLISHING HOUSE LTD	en
heal.journalName	Heterocyclic Communications	en
dc.identifier.isi	ISI:000230908900017	en
dc.identifier.volume	11	en
dc.identifier.issue	3-4	en
dc.identifier.spage	325	en
dc.identifier.epage	329	en