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Molecules 2000, 5(8), 998-1003;

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

Centro de Química del Instituto de Ciencias, BUAP, Puebla 72000, México
Instituto de Química, UNAM, Cd. Universitaria, D. F. 04510 Mexico
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. View Full-Text
Keywords: aziridine-ring opening; regiospecificity; enantiospecificity aziridine-ring opening; regiospecificity; enantiospecificity

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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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