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Bredt's rule. IV—the structure of an alleged bicyclo[3.3.1]nonan-2-ol-9-one

✍ Scribed by G. L. Buchanan

Publisher
John Wiley and Sons
Year
1978
Tongue
English
Weight
128 KB
Volume
11
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Claims that the condensation product of (−)‐menthone with benzylideneacetophenone is a bridged bicyclic ketol are shown to be erroneous. The true structure is shown by ^13^C n.m.r. to be 2‐(1′,3′‐diphenyl‐3′‐oxopropyl)‐3‐methyl‐6‐isopropylcyclohexanone.

📜 SIMILAR VOLUMES

The conformation of (1R,2S,4R,5S)-2,4-di
The conformation of (1R,2S,4R,5S)-2,4-dimethoxybicyclo[3.3.1]nonan-9-one and some related compounds
✍ P. Camps; C. Jaime 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 English ⚖ 366 KB

## Abstract A mixture of stereoisomers of 2,4‐dimethoxybicyclo[3.3.1]nonan‐9‐one was prepared, separated by column chromatography and characterized by 60 MHz ^1^H NMR spectroscopy using Eu(fod)~3~. A double chair conformation with axial methoxyl groups is established for (1__R__,2__S__,4__R__,5__S_