Cyclisation of (R)- and (S)-N-allyl-N-(1-phenylethyl)methoxycarbonylacetamide mediated by Mn(III): Preparation and structural assignment of 3-aza-2-oxobicyclo[3.1.0]hexanes

Roberta Galeazzi, Silvano Geremia, Giovanna Mobbili, Mario Orena

Research output: Contribution to journalArticlepeer-review

Abstract

(R)- and (S)-N-allyl-N-(1-phenylethyl)methoxycarbonylacetamide, 5 and 6, underwent oxidative cyclisation mediated by Mn(III), to give easily separable diastereomeric mixtures of 3-aza-2-oxobicyclo[3.1.0]hexanes 8a,b and 9a,b, respectively, whose structures were assigned on the basis of 1H NMR spectra and then confirmed by X-ray diffraction analysis of the derivatives 11b and 14.

Original languageEnglish
Pages (from-to)3573-3584
Number of pages12
JournalTetrahedron: Asymmetry
Volume7
Issue number12
DOIs
Publication statusPublished - Dec 1996

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

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