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A stereospecific synthesis of β-alkoxy-β-lactams (1)

✍ Scribed by Ajay K. Bose; J.C. Kapur; S.G. Amin; M.S. Manhas

Publisher
Elsevier Science
Year
1974
Tongue
French
Weight
184 KB
Volume
15
Category
Article
ISSN
0040-4039

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✦ Synopsis

Since the discovery

(2) of 'I-methoxy cephalosporins and their biological activity considerable attention has been directed towards the synthesis of a-methoxy-8-lactams

(3). For some time we have been interested

in the synthesis of B-alkoxy-8-lactams and have reported the preparation of one such compound through a multi-step sequence of reactions in which isomeric products were obtained (4).

In this communication we describe a facile method for the stereospecific synthesis of 8-alkoxy-8-lactams in good yield.

Attempts to synthesize 4-alkoxy-2-azetidinones

2 via the "acid chloride-imine"

📜 SIMILAR VOLUMES

Antipodal forms of β-lactams via stereos
Antipodal forms of β-lactams via stereospecific reactions
✍ Dilip R. Wagle; Chandra Garai; Michael G. Monteleone; Ajay K. Bose 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 299 KB

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 hav