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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) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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