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

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

Dino Gnecco 1,* email, Laura F. Orea 1, Alberto Galindo 1, Raúl G. Enríquez 2, R. A. Toscano 2 and W. F. Reynolds 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; in revised form: 7 July 2000 / Accepted: 31 July 2000 / Published: 9 August 2000
PDF Full-text Download PDF Full-Text [55 KB, uploaded 7 October 2008 16:55 CET]
Abstract: 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

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

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.

AMA Style

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(8):998-1003.

Chicago/Turabian Style

Gnecco, Dino; Orea, Laura F.; Galindo, Alberto; Enríquez, Raúl G.; Toscano, R. A.; Reynolds, W. F. 2000. "Regiospecific and Enantiospecific Ring Opening of Methyl (+)-(1\'R, 2R)- and (-)-(1\'R, 2S)-1-(2-phenylethanol) Aziridine-2-carboxylates." Molecules 5, no. 8: 998-1003.

Molecules EISSN 1420-3049 Published by MDPI Publishing, Basel, Switzerland RSS E-Mail Table of Contents Alert