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A concise formal approach to the oxacephem skeleton from an intramolecular Peterson type olefination of N-[bis(trimethylsilyl)methyl]-β-lactams.

✍ Scribed by Claudio Palomo; Jesu´s M. Aizpurua; Jesu´s M. Garcta; Jean Paul Picard; Jacques Dunogue´s


Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
233 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis


A convenient synthesis of precursors of bicyclic J3-1actam compounds from 4-acetoxy-1-(bistrimethylsilylmethyl)azetidin-2-ones prepared in few steps from the acid chloride-imine approach is described. A novel method to construct a bicyclic J~-Iactam ring system through an intramolecular Peterson type alkenation catalyzed by fluoride ion is also made.