Issue 14, 2006

Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide

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.

Graphical abstract: Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide

Supplementary files

Article information

Article type
Communication
Submitted
04 Jan 2006
Accepted
15 Feb 2006
First published
02 Mar 2006

Chem. Commun., 2006, 1554-1556

Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide

M. D'hooghe, V. Van Speybroeck, M. Waroquier and N. De Kimpe, Chem. Commun., 2006, 1554 DOI: 10.1039/B518298K

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