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Free-radical annelation in the synthesis of bicyclic β-lactams. 2. Alternative use of chloro-, phenylseleno-, and phenylthio-functionalities as free-radical precursors

✍ Scribed by Mario D. Bachi; Christian Hoornaert

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
134 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

The tributyltin hydride-azobisisobutyronitrile induced cyclization of N-chloromethyl-, N-phenylselenomethyl-, and N-phenylthiomethyl-4-allyloxy-2-azetidinones to 9-oxo-6-oxa-l-azabicyclo[5.2.0]nonane is described.

In the preceding communication,' we have described a new method for the synthesis of fused

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✍ Mario D. Bachi; Christian Hoornaert 📂 Article 📅 1981 🏛 Elsevier Science 🌐 French ⚖ 199 KB

A new method for the synthesis of some fused bicyclic B-lactams based on the completion of the molecular backbone by a free-radical C-C bond forming reaction is described. Many of the synthetic approaches to the fused bicyclic molecular backbone of B-lactam antibiotics are based on the annelation of