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Acid hydrolysis of 2-substituted 3-methyl-tetrahydro-1,3-oxazines: Simple models for tertiary glycosylamines (1991)

Parkkinen, Aija ; Pihlaja, Kalevi

Chichester : Wiley-Blackwell

Journal of Physical Organic Chemistry 4 (1991), S. 53-57

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ISSN: 0894-3230

Keywords: Organic Chemistry ; Physical Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology , Physics

Notes: The hydrolytic decomposition of 2-phenyl- and 2-isopropyl-3-methyltetrahydro-1,3-oxazines to 3-methylaminopropan-1-ol and appropriate aldehydes was studied by 1H NMR and UV spectroscopy in acidic solutions. The time-dependent spectra confirmed that the formation of the final products was preceded by an equilibration of three components, the two Schiff base intermediates and the starting material, of which the former produced a carbinolamine which in turn underwent heterolysis to the final products.

Additional Material: 5 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/poc.610040109

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