SYNTHESIS OF HIGHLY FUNCTIONALIZED HOMOCHIRAL AZETIDINES AND AZETIDINE-2-CARBOXYLIC ESTERS

Authors
DUREAULT A PORTAL M CARREAUX F DEPEZAY JC
Citation
A. Dureault et al., SYNTHESIS OF HIGHLY FUNCTIONALIZED HOMOCHIRAL AZETIDINES AND AZETIDINE-2-CARBOXYLIC ESTERS, Tetrahedron, 49(20), 1993, pp. 4201-4210
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
20
Year of publication
1993
Pages
4201 - 4210
Database
ISI
SICI code
0040-4020(1993)49:20<4201:SOHFHA>2.0.ZU;2-7
Abstract
Homochiral (2S, 3S)-3-benzyloxy-2-formyl-azetidines 2, (2S, 3S)-3-benz yloxy-2-carbomethoxy--azetidines 3 and the highly strained )-N-p-metho xyphenyl-2-silyloxymethyl-3-azetidinone 4 were successfully synthesize d starting from diethyl-L-tartrate. The suitably functionalized azetid ine ring is formed in a single synthetic operation with minimum protec ting group chemistry.