Efficient synthesis of azetidine-2,3-diones from L-(+)-diethyl tartrate

TitleEfficient synthesis of azetidine-2,3-diones from L-(+)-diethyl tartrate
Publication TypeJournal Article
Year of Publication2007
AuthorsChincholkar, PM, Puranik, VG, Deshmukh, ARakeeb A
JournalSynlett
Issue14
Pagination2242-2246
Date PublishedSEP
Type of ArticleArticle
ISSN0936-5214
KeywordsCycloaddition, imines, lactams, spiro compounds, stereoselective synthesis
Abstract

A convenient route to enantiopure azetidine-2,3-diones is described. The chiral ketene generated from commercially available L-(+)-diethyl tartrate on Staudinger cycloaddition with different imines gave spiro-beta-lactams in good yields. These spiro-beta-lactams were transformed into azetidine-2,3-diones in excellent yields in a two-step process.

DOI10.1055/s-2007-985563
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.323
Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry
Physical and Materials Chemistry