Next Article in Journal
Amine and Titanium (IV) Chloride, Boron (III) Chloride or Zirconium (IV) Chloride-Promoted Baylis-Hillman Reactions
Previous Article in Journal
Lewis Acid Catalysis of the Diels–Alder Reaction Using Niobium and Tantalum Chlorides in the Presence of Coordinating Ligands
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

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
Download PDF [55 KB, uploaded 18 June 2014]

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 aziridine-ring opening; regiospecificity; enantiospecificity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert