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Compounds with bridgehead nitrogen. 42—1H NMR and stereochemistry of isomeric 6a-methylperhydroindolo[3,2,1-i,j]benzoxazines and the position of conformational equilibrium in perhydropyrrolo[1,2-c][1,3]oxazine

✍ Scribed by Trevor A. Crabb; Roger F. Newton; Janet Rouse

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
298 KB
Volume
20
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The ^1^H NMR parameters of the NCH~2~O protons in the spectrum of perhydropyrrolo[1,2‐c][1,3]oxazine show its existence in solution at room temperature in the O‐inside cis‐fused conformation. rel‐(3a__S__,6a__S__,6b__R__,10a__S__,11a__S__)‐6a‐Methylperhydroindolo[3,2,1‐i,j]benzoxazine and rel‐(3a__S__,6a__S__,6b__S__,10a__R__,11a__S__)‐6a‐methylperhydroindolo[3,2,1‐i,j]benzoxazine are shown to adopt cis‐ and trans‐fused conformations, respectively, for the corresponding bicyclic moiety.

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