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Preparation and stereostructure of norbornane/ene‐condensed phenyl‐substituted O,N ‐heterocycles
Author(s) -
Sohár PÁL,
Bernáth Gábor,
FrimpongManso Samuel,
Szabó Angela E.,
Stájer Geza
Publication year - 1990
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260281210
Subject(s) - norbornane , chemistry , dept , oxazines , stereochemistry , ene reaction , carbon 13 nmr , nmr spectra database , spectral line , organic chemistry , physics , astronomy
Norbornane/ene di‐ exo ‐condensed isoxazolines were reduced to amino alcohols and then cyclized to 1,3‐oxazines. The phenylimino analogues, 1,3‐oxazin‐2(3 H )‐ones, the corresponding 2(3 H )‐thiones and 1,4‐oxazepin‐3(4 H )‐ones were also prepared. The structures, configurations and conformations of the new compounds were proved via 1 H and 13 C NMR studies, using DR, DNOE, DEPT and 2D‐HSC measurements in addition to the routine spectra.