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Molecules 2000, 5(8), 998-1003; doi:10.3390/50800998

Regiospecific and Enantiospecific Ring Opening of Methyl (+)-(1'R, 2R)- and (-)-(1'R, 2S)-1-(2-phenylethanol) Aziridine-2-carboxylates

1,* , 1, 1, 2, 2 and 3
1 Centro de Química del Instituto de Ciencias, BUAP, Puebla 72000, México 2 Instituto de Química, UNAM, Cd. Universitaria, D. F. 04510 Mexico 3 Department of Chemistry, University of Toronto, Toronto, M5S BHG Canada
* Author to whom correspondence should be addressed.
Received: 10 March 2000 / Revised: 7 July 2000 / Accepted: 31 July 2000 / Published: 9 August 2000
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The acid-catalyzed ring-opening of methyl (+)-(1'R, 2R) and (-)-(1'R, 2S)-1-(2-phenylethanol) aziridine-2-carboxylates (1) and (2) lead quantitatively to the corresponding 2(S)-(-)-chloro-3-[2'-hydroxy-1'(R)-phenyl-ethylamino] propionic acid methyl ester (3) and 2(R)-(-)-chloro-3-[2'-hydroxy-1'(R)-phenyl-ethylamino] propionic acid methyl ester (4) hydrochlorides.
Keywords: aziridine-ring opening; regiospecificity; enantiospecificity aziridine-ring opening; regiospecificity; enantiospecificity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Gnecco, D.; Orea, L.F.; Galindo, A.; Enríquez, R.G.; Toscano, R.A.; Reynolds, W.F. Regiospecific and Enantiospecific Ring Opening of Methyl (+)-(1'R, 2R)- and (-)-(1'R, 2S)-1-(2-phenylethanol) Aziridine-2-carboxylates. Molecules 2000, 5, 998-1003.

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