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Aziridines as templates: A general strategy for the stereospecific synthesis of 2-azetidinones

✍ Scribed by S. D. Sharma; Seema Kanwar; Shivani Rajpoot


Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
147 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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Various routes to a variety of azridine‐2‐carboxylates have been described and the stereochemistry of these compounds has been determined by spectroscopic methods. Further, greater diversity of β‐lactams via ring expansion of these azridines‐2‐carboxylates were obtained by a general, efficient and direct stereospecific approach.


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A general and versatile synthesis of 3-p
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## Abstract magnified image Ketene‐imine cycloaddition using phosphorus oxychloride and benzenesulfonyl chloride under the described reaction conditions yielded __trans__ 3‐phenylthio 2‐azetidinones in good yields. Desulfurization using Raney nickel and alkylation finally afforded __trans__ 3‐meth