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Antipodal forms of β-lactams via stereospecific reactions

✍ Scribed by Dilip R. Wagle; Chandra Garai; Michael G. Monteleone; Ajay K. Bose

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
299 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

Sumary: 3,4-Disubstituted-1-aryl-2-azetidinones of interest for rearrangement to various natural products were prepared by enantiospecific synthesis and their functional groups and absolute configuration were manipulated by stereospecific reactions to produce antipodes.

Recently we2 and others3 have described highly stereoselective synthetic methods leading to optically pure B_lacfams with a variety of substituents. Some of these B_lactams are suitable for rearrangement to various heterocycles.4

For example, we have prepared alkaloid type compcnmds5 and optically active as well as racemic sugar derivatives6 by the stereospecific rearrangeumt of certain B_lactams.

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