Efficient synthesis of 2,3-aziridino-gamma-lactones from azetidin-2-ones

TitleEfficient synthesis of 2,3-aziridino-gamma-lactones from azetidin-2-ones
Publication TypeJournal Article
Year of Publication2005
AuthorsKale, AS, Deshmukh, ARAS
JournalSynlett
Issue15
Pagination2370-2372
Date PublishedSEP
Type of ArticleArticle
ISSN0936-5214
Keywordsazetidin-2-ones, aziridines, glutamic acid, lactones
Abstract

An efficient synthesis of enantiopure 2,3-aziridino-gamma-lactones from azetidin-2-ones is described. Acid-catalyzed tandem intramolecular azetidinone ring opening followed by aziridine ring formation via elimination of a mesylate group is the key step in this synthesis. 2,3-Aziridino-gamma-lactones are important precursors for biologically important glutamic acid derivatives.

DOI10.1055/s-2005-875563
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.323
Divison category: 
Organic Chemistry