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Preparation and steric structure of partially saturated isoindolo[1,3]‐ and ‐[3,1]benzoxazinones and ‐[2,4]benzoxazepinones

Preparation and steric structure of partially saturated isoindolo[1,3]‐ and ‐[3,1]benzoxazinones... From cis‐2‐(p‐methylbenzoyl)cyclohexanecarboxylic acid (1), diendo‐3‐(p‐methylbenzoyl)bicyclo[2.2.1]heptane‐2‐carboxylic acid (2) or 2‐(p‐methylbenzoyl)benzoic acid (3) with stereoisomeric 1,3‐ or 1,4‐amino alcohols with cyclohexane/ene or norbornane/ene skeletons, various partially or fully saturated isoindolo[1,2‐b] [1,3]‐ and ‐[2,1‐a] [3,1]benzoxazinones methylene‐bridged derivatives and [1,2‐c] [2,4]benzoxazepinones were prepared. For these compounds, containing two hetero rings and two or three cycloalkane rings, the stereostructures (the annelation of the terminal rings and aryl group) were established by 1H and 13C NMR spectroscopy, including DNOE, DEPT and 2D‐HSC measurements. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Magnetic Resonance in Chemistry Wiley

Preparation and steric structure of partially saturated isoindolo[1,3]‐ and ‐[3,1]benzoxazinones and ‐[2,4]benzoxazepinones

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References (16)

Publisher
Wiley
Copyright
Copyright © 1995 Wiley Subscription Services
ISSN
0749-1581
eISSN
1097-458X
DOI
10.1002/mrc.1260330503
Publisher site
See Article on Publisher Site

Abstract

From cis‐2‐(p‐methylbenzoyl)cyclohexanecarboxylic acid (1), diendo‐3‐(p‐methylbenzoyl)bicyclo[2.2.1]heptane‐2‐carboxylic acid (2) or 2‐(p‐methylbenzoyl)benzoic acid (3) with stereoisomeric 1,3‐ or 1,4‐amino alcohols with cyclohexane/ene or norbornane/ene skeletons, various partially or fully saturated isoindolo[1,2‐b] [1,3]‐ and ‐[2,1‐a] [3,1]benzoxazinones methylene‐bridged derivatives and [1,2‐c] [2,4]benzoxazepinones were prepared. For these compounds, containing two hetero rings and two or three cycloalkane rings, the stereostructures (the annelation of the terminal rings and aryl group) were established by 1H and 13C NMR spectroscopy, including DNOE, DEPT and 2D‐HSC measurements.

Journal

Magnetic Resonance in ChemistryWiley

Published: Jan 1, 1995

Keywords: ; ; ; ; ; ; ; ;

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