Structure of norbornene-fused 3,1-oxazine double cycloadducts

Pál Sohár; Gábor Bernáth; Géza Stájer; Angela E Szabo

doi:10.1002/mrc.1260270910

Structure of norbornene-fused 3,1-oxazine double cycloadducts

Magn Reson Chem. 1989 Sep;27(9):872-876. doi: 10.1002/mrc.1260270910.

Authors

Pál Sohár¹, Gábor Bernáth², Géza Stájer², Angela E Szabo²

Affiliations

¹ Spectroscopic Department, EGIS Pharmaceuticals, P.O.B. 100, H-1475 Budapest, Hungary.
² Institute of Pharmaceutical Chemistry, Albert Szent-Györgyi Medical University, P.O.B. 121, H-6701 Szeged, Hungary.

PMID: 34034442
DOI: 10.1002/mrc.1260270910

Abstract

Pentacyclic isoxazolines were obtained by the cycloaddition of benzonitrile oxide to norbornene-azetidinone-fused 3,1-oxazines. The constitutions of two of the isomers obtained, and the configurations and conformations of all products, were determined by means of ¹ H and ¹³ C NMR spectroscopy and DNOE experiments.

Keywords: 1H and 13C NMR; DNOE, regioselectivity; Pentacyclic norbornane/ene-azetidinone-fused 3,1-oxazines, synthesis by cycloaddition.