An investigation of the rotational isomers of N-acetyl-2, 2-dimethyloxazolidine and related compounds by nuclear magnetic resonance spectroscopy and molecular …

…, TW Hall, CE Schreck

Index: Taylor, Wesley G.; Hall, Tse Wai; Schreck, Carl E. Canadian Journal of Chemistry, 1992 , vol. 70, p. 165 - 172

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Citation Number: 7

Abstract

The 15 2, 2-dimethyloxazolidines described here were found to exist in solution predominantly as a single rotational isomer, unlike N-acetyloxazolidine (1), N-acetyl-2- methyloxazolidine (2), N-acetyl-2-(n-octyl) oxazolidine (3), and other known 2-substituted N- acyloxazolidines. Using 13C NMR spectroscopy, activation energies for interconversion of the E (minor) and Z (major) rotational isomers of 1-3 were determined from coalescence ...