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Synthese von benzanellierten Carbacephamen, 1. Mitt.

Synthesis of benzanellated carbacephames, I

  • Organische Chemie Und Biochemie
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Summary

The direct intramolecular acylation and alkylation of the phenylsulfonylmethyl-group in the β-lactames5a and7 are not successful. The postulated intermediate8 of the acylating reaction could be quenched with trimethylchlorosilane as the stable silylketale10. Desulfonation and desilylation of10 leads to the title compound12. The reaction of7 with base does not result in a carbacephame. Instead, the benzo[b]-azepinones15c,d have been obtained.

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Santer, G., Ongania, K.H. Synthese von benzanellierten Carbacephamen, 1. Mitt.. Monatsh Chem 125, 71–78 (1994). https://doi.org/10.1007/BF00811676

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  • DOI: https://doi.org/10.1007/BF00811676

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