Stereoselective transformation of pyrazinones into substituted analogues of cis-5-amino-6-oxo-2-piperidinemethanol and cis-5-amino-2-piperidinemethanol

Tetrahedron

Volumn 59, Issue 27, 2003, Pages 5047-5054

  Rogiers, Joeri ^a   De Borggraeve, Wim M ^a   Toppet, Suzanne M ^a   Compernolle, Frans ^a   Hoornaert, Georges J ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

Diels Alder reaction; Substance P antagonists; Substituted piperidines; Substituted piperidinones

Indexed keywords

ETHYLENE; PYRAZINE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; DIELS ALDER REACTION; HYDROLYSIS; PRIORITY JOURNAL; REDUCTION; STEREOCHEMISTRY;

BETULACEAE;

EID: 0038718481     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00741-5     Document Type: Article

References (11)

1. (a) von Euler U.S., Gaddum J.H. J. Physiol. (London). 72:1931;74-87. For a recent review on SP and its receptor, see: Harisson S., Gepetti P. Int. J. Biochem. Cell Biol. 33:2001;555-576 (c) Saria A. Eur. J. Pharmacol. 375:1999;51-60.
2. (a) von Euler U.S., Gaddum J.H. J. Physiol. (London). 72:1931;74-87. For a recent review on SP and its receptor, see: Harisson S., Gepetti P. Int. J. Biochem. Cell Biol. 33:2001;555-576 (c) Saria A. Eur. J. Pharmacol. 375:1999;51-60.
3. (a) von Euler U.S., Gaddum J.H. J. Physiol. (London). 72:1931;74-87. For a recent review on SP and its receptor, see: Harisson S., Gepetti P. Int. J. Biochem. Cell Biol. 33:2001;555-576 (c) Saria A. Eur. J. Pharmacol. 375:1999;51-60.
4. (a) Harrison T., Williams J.B., Swain C.J., Ball R.G. Bioorg. Med. Chem. Lett. 4:1994;2733-2734
5. (b) Stevenson G.I., MacLeod A.M., Huscroft I., Cascieri M.A., Sadowski S., Baker R. J. Med. Chem. 38:1995;1264-1266.
6. Xiujuan W., Dubois K., Rogiers J., Toppet S., Compernolle F., Hoornaert G.J. Tetrahedron. 56:2000;3043-3051.
7. De Borggraeve W.M., Rombouts F.J.R., Van der Eycken E.V., Toppet S.M., Hoornaert G.J. Tetrahedron Lett. 42:2001;5693-5695.
8. Vekemans J., Pollers-Wieëers C., Hoornaert G. J. Heterocycl. Chem. 20:1983;919-923.
9. Loosen P.K., Tutonda M.G., Khorasani M.F., Compernolle F., Hoornaert G.J. Tetrahedron. 47:1991;9259-9268.
10. Ducep J.B., Heintzelmann B., Jund K., Lesur B., Schleimer M., Zimmermann P.R. Tetrahedron: Asymmetry. 8:1997;327-335.
11. Buysens K.J., Vandenberghe D.M., Toppet S.M., Hoornaert G.J. Tetrahedron. 51:1995;12463-12478.