Asymmetric nitrogen. Communications 38. Optically active 1-hydroxyl-, 1-alkoxycarbonyloxy-, and 1-tosyloxy-2, 2-bis(trifluoromethyl)-aziridines
The authors accomplish the separation of diastereomers Xa,b and KIa,b obtained from chiral alkoxycarbonyl derivatives of hexafluoracetone oxime by reaction with CH/sub 2/N/sub 2/ through the corresponding triazolines, which were decomposed to the aziridines by photolysis or by the action of Et/sub 2/O.BF/sub 3/ at 20 C. Diasteromeric 1-alkoxycarbonyloxy-2,2-bis(trifluormethyl)ariridines, which were speated by crystallization and chromatography, under the influence of phenylhydrazine acylates give optically active 1-hydroxy-2,2-bis(trifluoromethyl)aziridine, on the basis of which optically active 1-tosyloxy-2,2-bis(trifluoromethyl)aziridine was obtained. The activation parameters of the epimerization of diasteromeric 1-alkoxycarbonyloxy-2,2-bis(trifluoromethyl)aziridine were found.
- Research Organization:
- Institute of Chemical Physics, Academy of Sci., Moscow
- OSTI ID:
- 7194430
- Journal Information:
- Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Vol. 34:2,PT.2
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AZINES
OPTICAL ACTIVITY
PHOTOLYSIS
STRUCTURAL CHEMICAL ANALYSIS
ACETATES
ACTIVATION ENERGY
CHEMICAL REACTION YIELD
CHROMATOGRAPHY
CRYSTALLIZATION
HYDRAZINE
NMR SPECTRA
ORGANIC FLUORINE COMPOUNDS
OXIMES
STEREOCHEMISTRY
TRIAZINES
AMINES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
DECOMPOSITION
ENERGY
HETEROCYCLIC COMPOUNDS
HYDROXY COMPOUNDS
NITROGEN COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHASE TRANSFORMATIONS
PHOTOCHEMICAL REACTIONS
SEPARATION PROCESSES
SPECTRA
YIELDS
400500* - Photochemistry