Stereoselective synthesis of 5-(41-azetidinyl)-proline esters via 1,3-dipolar cycloaddition reaction of N-metalated azomethine ylides

Autor:	G. Subramaniyan, R. Raghunathan, Ana M. Martin Castro
Rok vydání:	2003
Předmět:	Chemistry Stereochemistry Organic Chemistry Regioselectivity Azomethine ylide Silver acetate Biochemistry Cycloaddition chemistry.chemical_compound Yield (chemistry) Drug Discovery 1 3-Dipolar cycloaddition Stereoselectivity Enone
Zdroj:	Tetrahedron. 59:335-340
ISSN:	0040-4020
Popis:	The conformationally locked s-trans enone functionality present in the (E)-3-arylidene-4-chromanones undergo regioselective 1,3-dipolar cycloaddition reaction with N-metalated azomethine ylides derived from β-lactam imines of glycine methyl ester in the presence of silver acetate to give spiropyrrolidines in moderate to good yield. The regio and stereochemistry of the cycloadducts have been established by single crystal X-ray structure and spectroscopic techniques.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a3c1b03ede41ab6b81914ad28ada742d https://doi.org/10.1016/s0040-4020(02)01521-1 Zobrazit plný text záznamu Full Text from ScienceDirect