ISSN:
0170-2041
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions of 1,4-Pentadien-3-ones, 22. - Synthesis and Structure of the Epimers of 3,5-Diaryl-4-hydroxy-1,4-thiazinane 1,1-DioxidesDistyrylsulfones 1 react with the ambident nucleophile hydroxylamine only by double addition of nitrogen to give 4-hydroxy-1,4-thiazinane derivatives 3. In solution 3 consists of a temperature-dependent equilibrium mixture of two epimers. When heated or when crystallized one of the epimers is depopulated. The above phenomena and structures are elucidated by an X-ray analysis and by NMR spectroscopy.
Notes:
Distyrylsulfone 1 reagieren mit dem ambidenten Nucleophil Hydroxylamin ausschließlich unter doppelter Addition des Stickstoffs zu 4-Hydroxy-1,4-thiazinan-Derivaten 3. Diese bilden in Lösung temperaturabhängige Epimeren-Gleichgewichte. Sowohl beim Erwärmen als auch beim Auskristallisieren erfolgt Depopulation eines Epimers. Strukturen und Phänomene werden durch Röntgenstrukturanalyse und NMR-Spektroskopie geklärt.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.198419840519
