A novel access to 2-aminofuranones via cyclization of functionalized gamma-hydroxy-alpha,beta-butenoates derived from N-hydroxybenzotriazole esters of alpha-hydroxy acids

Athanasellis, G; Detsi, A; Prousis, K; Igglessi-Markopoulou, O; Markopoulos, J

dc.contributor.author	Athanasellis, G	en
dc.contributor.author	Detsi, A	en
dc.contributor.author	Prousis, K	en
dc.contributor.author	Igglessi-Markopoulou, O	en
dc.contributor.author	Markopoulos, J	en
dc.date.accessioned	2014-03-01T01:53:05Z
dc.date.available	2014-03-01T01:53:05Z
dc.date.issued	2003	en
dc.identifier.issn	0039-7881	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/26842
dc.subject	acylations	en
dc.subject	furans	en
dc.subject	heterocycles	en
dc.subject	lactones	en
dc.subject	alkenes	en
dc.subject	carboxylic acids	en
dc.subject.classification	Chemistry, Organic	en
dc.subject.other	DERIVATIVES	en
dc.title	A novel access to 2-aminofuranones via cyclization of functionalized gamma-hydroxy-alpha,beta-butenoates derived from N-hydroxybenzotriazole esters of alpha-hydroxy acids	en
heal.type	journalArticle	en
heal.language	English	en
heal.publicationDate	2003	en
heal.abstract	The reaction between the N-hydroxybenzotriazole esters of substituted glycolic acids and alkyl cyanoacetates or malononitrile leads to the synthesis of gamma-hydroxy-functionalized butenoates which are cyclized under mild conditions to the corresponding 2-amino-3,5-disubstituted-4-furanones. That the products are optically active is confirmed by measurements of their optical rotations. On the other hand, replacement of N-hydroxybenzotriazole by N-hydroxysuccinimide might lead to by-products depending on the functionalized glycolic acid used.	en
heal.publisher	GEORG THIEME VERLAG KG	en
heal.journalName	SYNTHESIS-STUTTGART	en
dc.identifier.isi	ISI:000185566400013	en
dc.identifier.issue	13	en
dc.identifier.spage	2015	en
dc.identifier.epage	2022	en