Compounds with bridgehead nitrogen. 42 — 1 H 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 | Zendy

Crabb Trevor A. | Zendy; Newton Roger F. | Zendy; Rouse Janet | Zendy

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Compounds with bridgehead nitrogen. 42 — 1 H 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

Author(s) -

Crabb Trevor A.,

Newton Roger F.,

Rouse Janet

Publication year - 1982

Publication title -

organic magnetic resonance

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0030-4921

DOI - 10.1002/mrc.1270200209

Subject(s) - moiety , chemistry , bicyclic molecule , stereochemistry , nuclear magnetic resonance spectroscopy , position (finance) , nitrogen , spectrum (functional analysis) , physics , organic chemistry , finance , economics , quantum mechanics

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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