Highly stereoselective synthesis of a C2-symmetric 2,2′-bipyridine derived from glucose

Synthetic Communications

Volumn 26, Issue 11, 1996, Pages 2223-2228

  Peterson, Matt A ^a   Kent Dalley, N ^a  

^a Brigham Young University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' BIPYRIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030011526     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608003582     Document Type: Article

References (18)

1. a) McWhinnie, W. R. and Miller, J. D., Adv. Inorg. Chem. Radiochem., 1969, 12, 135.
2. b). McKenzie, D. E., Coord. Chem. Rev., 1971, 6, 187.
3. c) McBryde, W. A. E., IUPAC Chemical Data Series, No. 17, Pergamon, Oxford, 1978; pp. 1-78.
4. d) Summers, L. A., Advan. Heterocycl. Chem., 1984, 35, 281.
5. Chelucci, G., Gazz. Chim. Ital., 1992, 122, 89.
6. Bolm, C., Zehnder, M. and Bur, D. Angew. Chem. Int. Ed. Engl., 1990, 29, 205.
7. Ito, K. and Katsuki, T., Synlett., 1993, 638.
8. For an exhaustive list of more than 2,000 ligands used for enantioselective catalysis see: Brunner, H. and Zettlmeier, W. "Handbook of Enantioselective Catalysis with Transition Metal Compounds," vol I - II, Weinheim, New York, Basel, Cambridge, Tokyo, 1993.
9. a) Johnson, T. H. and Rangarajan, G., J. Org. Chem., 1980, 45, 62.
10. b) RajanBabu, T. V. and Casalnuovo, A. L., J. Am. Chem. Soc., 1992, 114, 6265.
11. c) Selke, R. and Pracejus, H. J. Molec. Catal., 1986, 37, 213.
12. d) Selke, R., J. Molec. Catal., 1986, 31, 227.
13. e) Selke, R. and Capka, M., J. Molec. Catal., 1990, 63, 319.
14. f) Johnson, T. H., Klein, K. C. and Thomen, S. J. Molec. Catal., 1981, 12, 37.
15. g) Sunjic, V., Havbus, I. and Snatzke, G. J. Organomet. Chem., 1989, 370, 295.
16. Garegg, P. J. and Samuelsson, B. Carbohydr. Res., 1978, 67, 267.
17. 0 conformation. Atomic coordinates, bond lengths and angles and thermal parameters have been deposited at the Cambridge Cristallographic Data Centre.
18. 12: C, 60.70; H, 6.59; N, 4.16. Found: C, 60.55; H, 6.47; N, 4.05.