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Synthesis of a novel class of 2-azetidinones: 4-thioxo-2-azetidinones. Conversion to a 1,2-seco-5,6-dehydropenicillin

✍ Scribed by Alberto Brandt; Luciano Bassignani; Luciano Re


Publisher
Elsevier Science
Year
1976
Tongue
French
Weight
271 KB
Volume
17
Category
Article
ISSN
0040-4039

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Nonracemic 5,6-disubstituted 2-piperidones were prepared from readily accessible 3,4-disubstituted-2-azetidinones having preinstalled substituents by reductive ring opening of 2-azetidinones followed by stereoselective installation of Z-a,b-unsaturated ester and lactam formation. For the synthetic a