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Proton magnetic resonance studies of compounds with bridgehead nitrogen atoms: XXXII—The 1H n.m.r. spectra and stereochemistry of 4-aryl-1,6,7,11b-tetrahydro-2H,4H-[1,3]oxazino[4,3-a]isoquinoline, 4-aryl-1,2,6,7,12,12b-hexahydro-4H-[1,3]oxazino[3′,4′:1,2]pyrido[3,4-b]indole and of related systems

✍ Scribed by Trevor A. Crabb; Jacqueline S. Mitchell

Publisher
John Wiley and Sons
Year
1976
Tongue
English
Weight
284 KB
Volume
8
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

cis(4‐H,11b‐H)‐4‐Aryl‐1,6,7,11b‐tetrahydro‐2__H__,4__H__‐[1,3]oxazino [4,3‐a]isoquinoline and the related thiazino compound preferentially adopt in solution the O (or S) inside cis‐conformation in contrast to cis(1‐H,4a‐H)‐1‐arylperhydropyrido[1,2‐c][1,3]oxazine which adopts the trans fused conformation. 1‐(β‐Hydroxy‐ethyl)‐1,2,3,4‐tetrahydro‐β‐carboline condenses with benzaldehyde to give the 1,3‐oxazine derivative rather than the dimeric structure reported in the literature.

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