Asymmetric synthesis of γ-amino ketones and nitrites via β- aminoethylation of SAMP-hydrazones with tosylaziridine

Synlett

Volumn , Issue 5, 2000, Pages 641-643

  Enders, Dieter ^a   Janeck, Carsten F ^a   Runsink, Jan ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

Aminoethylation; Asymmetric synthesis; Aziridines; Hydrazones; Ring opening

Indexed keywords

AZIRIDINE DERIVATIVE; COPPER CHLORIDE; HYDRAZONE DERIVATIVE; KETONE DERIVATIVE; NITRILE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034090490     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (17)

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10. a) Enders, D. In Asymmetric Synthesis, Vol. 3; Morrison, J. D., Ed.; Academic: New York, 1984, p 275.
11. b) Enders, D.; Klatt, M. In Encyclopedia of Reagents for Organic Synthesis, Vol. 1, Paquette, L. A., Ed.; Wiley: Chichester, 1995, p 178.
12. The use of differently activated aziridines proved to be unsuccessful so far (see citation 2e)
13. Enders, D.; Bockstiegel, B.; Gatzweiler, W.; Jegelka, U.; Dücker, B.; Wortmann, L. Chimica Oggi 1997, 15, 20.
14. Enders, D.; Plant, A. Synlett 1994, 1054.
15. Enders, D.; Hundertmark, T.; Lazny, R. Synth. Commun. 1999, 29, 27.
16. 3S: C 65.23; H 6.39, N 4.23; found: C 64.92, H 6.66, N 4.44.
17. All compounds showed suitable spectroscopic data (IR, MS, NMR) and correct elemental analyses.