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2005
Ring closure reactions
O 0130
2-(1,3,5-Dithiazinan-5-yl)ethanol Heterocycles, Structure and Reactivity. —
reactions of dithiazinanols (I) afford either tosyloxazolidines (III) or tosy08- 038 Tosylation
lated ethanols (IV), depending on the reaction conditions used. The direct synthesis of
(III) through tosylation of oxazolidine or cyclization of N-tosyl hydroxyamine is not
successful. Dithiazinanols (Ia) and (Ib) undergo a trimerization reaction via an imine
intermediate yielding the triazinane (VII). Thermic rearrangement of some compounds
also leads to oxazolidines and triazinanes. X-Ray analyses confirm the structures of the
heterocycles and allow to study their preferred conformations. — (GALVEZ-RUIZ, J.
C.; JAEN-GASPAR, J. C.; CASTELLANOS-ARZOLA, I. G.; CONTRERAS, R.;
FLORES-PARRA*, A.; Heterocycles 63 (2004) 10, 2269-2285; Dep. Chem., Cent.
Invest. Estud. Avanzados, Inst. Politec. Nac., 07000 Mexico, Mex.; Eng.) —
H. Hoennerscheid
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