A chiral tricyclic proline analogue obtained from camphor

Tetrahedron Letters

Volumn 43, Issue 51, 2002, Pages 9411-9412

  Gorichko, Marian V ^a   Grygorenko, Oleksandr O ^a   Komarov, Igor V ^a  

^a TARAS SHEVCHENKO NATIONAL UNIVERSITY OF KYIV   (Ukraine)

Author keywords

[No Author keywords available]

Indexed keywords

3A,6A DIMETHYLHEXAHYDRO 1,4 METHANOCYCLOPENTA[C]PYRROLE 1(2H) CARBOXYLIC ACID; 8 BROMOCAMPHOR; CAMPHOR; CAMPHOR DERIVATIVE; CARBON; CARBOXYL GROUP; CYANIDE; NITROGEN; PROLINE DERIVATIVE; TERPENOID; UNCLASSIFIED DRUG;

ARTICLE; CELL NUCLEUS; CHEMICAL REACTION; CHIRALITY; ENANTIOMER; MOLECULE; PROTEIN STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

DRYOBALANOPS; STAPHYLOCOCCUS PHAGE 3A;

EID: 0037121560     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02325-0     Document Type: Article

References (13)

1. Gante J. Angew. Chem., Int. Ed. Engl. 33:1994;1699-1720.
2. Giannis A., Kolter T. Angew. Chem., Int. Ed. Engl. 32:1993;1244-1267.
3. Mendel D., Ellman J., Schultz P.G. J. Am. Chem. Soc. 115:1993;4359-4360.
4. Avenoza A., Cativiela C., Busto J.H., Fernández-Recio M.A., Peregrina J.M., Rodríguez F. Tetrahedron. 57:2001;545-548.
5. Avenoza A., Cativiela C., Busto J.H., Peregrina J.M. Tetrahedron Lett. 36:1995;7123-7126.
6. Wilmot C.M., Thornton J.M. J. Mol. Biol. 203:1988;221-232.
7. Eck C.R., Mills R.W., Money T. J. Chem. Soc., Chem. Commun. 1973;911-912.
8. Komarov I.V., Gorichko M.V., Kornilov M.Y. Tetrahedron: Asymmetry. 8:1997;435-445.
9. 6, δ) (for hydrochloride): 10.33 (br. s, 1H), 9.16 (br. s, 1H), 3.21 (m, 1H), 2.90 (m, 1H), 2.20 (m, 1H), 2.05 (m, 2H), 1.78 (m, 1H), 1.59 (d, J=13.2 Hz, 1H), 1.43 (m, 1H), 1.33 (m, 1H), 0.93 (s, 6H).
10. 2, N-O as), 2240 (C≡N).
11. 2), 2.47 (m, 1H), 1.94 (s, 1H), 1.64-1.75 (m, 2H), 1.49 (m, 1H), 1.30 (m, 1H) 1.15-1.22 (m, 4H), 0.86 (s, 3H).
12. 2), 1.86 (m, 2H), 1.76 (m, 1H), 1.65 (m, 1H), 1.31 (d, J=12.4 Hz, 1H), 1.17 (m, 2H), 0.88 (s, 3H), 0.75 (s, 3H).
13. 2), 2.34 (m, 2H), 1.86 (m, 1H), 1.66-1.73 (m, 2H), 1.56 (m, 1H), 1.41 (m, 1H), 1.26 (m, 1H), 1.04 (s, 3H), 0.77 (s, 3H).