Carbocyclic α-amino acids: Asymmetric synthesis of all four 1-amino-2- hydroxycyclohexanecarboxylic acids

Tetrahedron Asymmetry

Volumn 10, Issue 4, 1999, Pages 727-735

  Pai Fondekar, Kamalesh ^a   Volk, Franz J ^a   Frahm, August W ^a  

^a UNIVERSITY OF FREIBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

1 AMINO 2 HYDROXYCYCLOHEXANECARBOXYLIC ACID; 2 METHOXYCYCLOHEXANONE; ALPHA AMINO ACID; ALPHA METHYLBENZYLAMINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; ENZYME ACTIVITY; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; STEREOISOMERISM; SYNTHESIS; THIN LAYER CHROMATOGRAPHY; X RAY ANALYSIS;

EID: 0011440724     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00045-2     Document Type: Article

References (16)

1. (a) Allan, R. D.; Hanrahan, J. R.; Hambley, T. W.; Johnston, G. A. R.; Mewett, K. N.; Mitrovic, A. D. J. Med. Chem. 1990, 33, 2905-2915;
2. (b) Gaoni, Y.; Chapman, A. G.; Parvez, N.; Pook, P. C.-K.; Jane, D. E.; Watkins, J. C. J. Med. Chem. 1994, 37, 4288-4296.
3. (a) Knöpfel, T.; Kuhn, R.; Allgeier, H. J. Med Chem. 1995, 38, 1417-1426;
4. (b) Roberts, P. J.; Toms, N. J.; Salt, T. E.; Straton, P. C. Trends Pharmacol. Sci. 1996, 17, 429-435;
5. (c) Azerad, R.; Acher, F.; Tellier, F. J.; Brabet, I. N.; Fagni, L.; Pin, J.-P. J. Med. Chem. 1997, 40, 3119-3129.
6. (a) Pivrung, M.; McGeeham, G. J. J. Org. Chem. 1986, 51, 2103;
7. (b) Ichibara, A.; Shiraisi, A. Tetrahedron Lett. 1997, 269.
8. (a) Lazarus, L. H.; Breveglieri, A.; Guerrini, R.; Salvadori, S.; Bianchi, C.; Bryant, S. D.; Attila, M. J. Med. Chem. 1996, 39, 773-780;
9. (b) Gershonov, E.; Granoth, R.; Tzehoval, E.; Gaoni, Y.; Fridkin, M. J. Med. Chem. 1996, 39, 4833-4843;
10. (c) Horikawa, M.; Shigeri, Y.; Yumoto, N.; Yoshikawa, S.; Nakajima, T.; Ohfune, Y Bioorg. Med. Chem. Lett. 1998, 8, 2027-2032.
11. Volk, F.-J.; Frahm, A. W. Liebig s Ann. Chem. 1996, 1893-1903.
12. Ohfune, Y.; Nanba, K.; Takada, I.; Kann, T.; Harikawa, M.; Nakajima, T. Chirality 1997, 9, 459-462.
13. Lauktien, G.; Volk, F.-J.; Frahm, A. W. Tetrahedron: Asymmetry 1997, 8, 1-10.
14. Will be published in a forthcoming paper.
15. Schlauch, M.; Frahm, A. W.: analytical method development will be published elsewhere.
16. Pai Fondekar, K.; Weckert, E.; Volk, F.-J.; Frahm, A. W. Acta Cryst., in press.