Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide |
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| Authors: | D'hooghe Matthias Van Speybroeck Veronique Waroquier Michel De Kimpe Norbert |
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| Affiliation: | Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Belgium. norbert.dekimpe@UGent.be |
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| Abstract: | ![]()
Enantiomerically pure 2-(aryloxymethyl)aziridines are efficiently transformed into chiral N-(2-bromo-3-aryloxypropyl)amines via a regio- and stereospecific ring opening of the intermediate aziridinium salts, and the experimental results are rationalized on the basis of some high level ab initio calculations. |
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