The sulfoxide group shows a lot of interesting stereochemical features (2). In thiane-l-oxide the axial conformation (62% of the mixture at -9OOC) is favored by 175 Cal/mole (2). Introduction of a 3,3-dimethyl grouping reverses this axial
The conformational, preference of the SO bond of thiane-3-one 1-oxide and of 1,3-dithiane-5-one 1-oxide
✍ Scribed by Knut Bergesen; Brian M. Carden; Michael J. Cook
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- French
- Weight
- 129 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Recent studies have shown that the conformational preferenceof the S-0 bond in six membered ring sulphoxdes varies somewhat unpredictably with the atom or group 1n the p-posltlon. Thus thiane l-oxide 1 exists predominantly as
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## Abstract The 100 MHz spectrum of 1,3‐oxathiane‐3‐oxide is reported. Parameters obtained from first order analyses are interpreted in terms of an absence of a conformational preference of the SO bond at 38°C, but an axial preference at low temperatures. The behaviour contrasts with that found pr
One-Step Preparation and 1,3-Dipolar Cycloadditions of (S)-5-Hydroxymethyl-1-pyrroline N-Oxide. -A straightforward methodology is developed via title compound (II) which allows the preparation of synthetically useful intermediates. -(CLOSA, M.;
The title compounds (2 and 4) obtained by the diastereoselective hydrogenation of the corresponding 1,2,3,6-tetrahydrophosphinine oxides (1 and 3) were subjected to a detailed quantum chemical study. The possible chair conformers were calculated at the HF/6-31G \* level of theory, according to which