Optically active aziridine esters by nucleophilic addition of nitrogen heterocycles to a chiral 2H-azirine-2-carboxylic ester

Tetrahedron Letters

Volumn 44, Issue 33, 2003, Pages 6277-6279

  Alves, M José ^a   Fortes, A Gil ^a   Gonçalves, Luis F ^a  

^a UNIVERSITY OF MINHO   (Portugal)

Author keywords

Aziridines; Chiral 2H azirines; Diastereoselectivity; Nucleophilic additions

Indexed keywords

3 METHYL 2H AZIRINE 2 CARBOXYLIC ACID ETHYL ESTER; ALKYLATING AGENT; AROMATIC COMPOUND; AZIRIDINE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; ESTER DERIVATIVE; HETEROCYCLIC COMPOUND; NITROGEN; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHROMATOGRAPHY; ENANTIOMER; MOLECULAR STABILITY; OPTICAL ROTATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0042848821     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01531-4     Document Type: Article

References (7)

1. Alves M.J., Ferreira P.M.T., Maia H.L.S., Monteiro L.S., Gilchrist T.L. Tetrahedron Lett. 41:2000;4991-4995.
2. Álvares Y.S.P., Alves M.J., Azoia N.G., Bickley J.F., Gilchrist T.L. J. Chem. Soc., Perkin Trans. 1. 2002;1911-1919.
3. Davis F.A., Deng J., Zhang Y., Haltiwange R.C. Tetrahedron. 2002;7135-7143.
4. Verstapen M.M.H., Ariaans G.J.A., Zwanenburg B. J. Am. Chem. Soc. 118:1996;8491-8492.
5. Shaw, G. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: New York, 1984; Vol. 5, Chapter 4, pp. 499-605.
6. Davis F.A., Liang C.-H., Lin H.J. J. Org. Chem. 62:1997;3796.
7. Carlson R.M., Lee S.Y. Tetrahedron. Lett. 10:1969;4001.