Enantioselective parallel synthesis using polymer-supported chiral Co(salen) complexes

Organic Letters

Volumn 1, Issue 8, 1999, Pages 1245-1248

  Peukert, Stefan ^a   Jacobsen, Eric N ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COBALT; ETHYLENEDIAMINE DERIVATIVE; N,N' DISALICYLIDENEETHYLENEDIAMINE; POLYMER;

ARTICLE; CHEMISTRY; STEREOISOMERISM;

COBALT; ETHYLENEDIAMINES; POLYMERS; STEREOISOMERISM;

EID: 0033592492     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990920q     Document Type: Article

References (16)

1. Comprehensive Asymmetric Catalysis, Vols. 1-3; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: New York, 1999.
2. (a) For an example of the application of catalytic reactions to yield libraries of racemic compounds, see: Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1996, 118, 8977.
3. (b) For the evaluation of a chiral catalyst against a mixture of substrates, see: Gao, X.; Kagan, H. B. Chirality 1998, 10, 120.
4. For a discussion of the possible role of enantioselectivity in library synthesis, see: Annis, D. A.; Helluin, O.; Jacobsen, E. N. Angew. Chem. Int. Ed. Engl. 1998, 37, 1907.
5. Ready, J. M.; Jacobsen, E. N. J. Am. Chem. Soc. 1999, 121, 6086.
6. Annis, D. A.; Jacobsen, E. N. J. Am. Chem. Soc. 1999, 121, 4147.
7. 3COH were added to enhance enantioselectivity and rate in the phenolic kinetic resolution. See ref 4.
8. Nishizawa, K.; Ohgami, Y.; Matsuo, N.; Kisida, H.; Hirohara, H. J. Chem. Soc., Perkin Trans. 2 1997, 1293.
9. Crowther, A. F.; Smith, L. H. J. Med. Chem. 1968, 11, 1009.
10. (a) Wright, J. L.; Gregory, T. J.; Heffner, T. G.; MacKenzie, R. G.; Pugsley, T. A.; Meulen, S. V.; Wise, L. D. Bioorg. Med. Chem. Lett. 1997, 7, 1377.
11. (b) Walsh, D. A. Chen, Y.-H.; Green, J. B.; Nolan, J. C.; Yanni, J. M. J. Med. Chem. 1990, 33, 1823.
12. (c) Baker, N. R.; Byrne, N. G.; Economides, A. P.; Javed, T. Chem. Pharm. Bull. 1995, 43, 1045.
13. Chini, M.; Crotti, P.; Favero, L.; Macchia, F.; Pineschi, M. Tetrahedron Lett. 1994, 35, 433.
14. Booth, R. J.; Hodges, J. C. J. Am. Chem. Soc. 1997, 119, 4882.
15. Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
16. Johnson, C. R.; Zhang, P.; Fantauzi, M.; Hecker, M.; Yagar K. M. Tetrahedron 1998, 54, 4097.