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Stereochemical aspects of proton chemical shifts. VI—increments due to geminal hydroxyl, methyl substitution

✍ Scribed by Dirk Tavernier; Marc Antunis

Publisher
John Wiley and Sons
Year
1977
Tongue
English
Weight
174 KB
Volume
10
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

In geminal methyl, hydroxyl substitution an axial hydroxyl, equatorial methyl arrangement has a downfield effect on a syn axial hydrogen atom which is larger by 0.3 ppm than an axial methyl, equatorial hydroxyl arrangement. It is proposed that these observations may constitute a basis for configurational assignment.

📜 SIMILAR VOLUMES

Stereochemical aspects of proton chemica
Stereochemical aspects of proton chemical shifts. VII. The γ effects of hydroxyl, methoxyl and methyl substituents
✍ Dirk Tavernier; Marc J. O. Anteunis 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 English ⚖ 362 KB

## Abstract The ^1^H NMR chemical shifts of some hydroxy, methoxy or methyl substituted __trans__‐decalins, __trans__‐1, 3‐dioxadecalins and cyclohexanes are reported. It is concluded that the replacement in a g^+^g^+^ HCCCH fragment of one hydrogen by hydroxy, methoxy or methyl results in a mo