Parallel solution-phase asymmetric synthesis of α-branched amines

Journal of Combinatorial Chemistry

Volumn 5, Issue 5, 2003, Pages 590-596

  Mukade, Tsutomu ^a   Dragoli, Dean R ^a   Ellman, Jonathan A ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; MAGNESIUM DERIVATIVE; RESIN; SULFINAMIDE; SULFONIC ACID DERIVATIVE; TITANIUM DERIVATIVE; TITANIUM TETRAETHOXIDE; UNCLASSIFIED DRUG; WATER;

ADDITION REACTION; AQUEOUS SOLUTION; ARTICLE; ASYMMETRIC SYNTHESIS; CRYSTALLIZATION; ENANTIOMER; EXTRACTION; MICROWAVE IRRADIATION; POLYMERIZATION; STEREOCHEMISTRY;

EID: 0141683733     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc030016w     Document Type: Article

References (17)

1. MDL Drug Data Report; MDL Information Systems, Inc.: San Leandro, CA, 2001.
2. (a) Ellman, J. A.; Owens, T. D.; Tang, T. P. Acc. Chem. Res. 2002, 35, 984-995.
3. (b) Enders, D.; Reinhold: U. Tetrahedron: Asymmetry 1997, 8, 1895-1946.
4. (c) Bloch, R. Chem. Rev. 1998, 98, 1407-1438.
5. (d) Kobayashi, S.; Ishitani, H. Chem. Rev. 1999, 99, 1069-1094.
6. (a) Cogan, D. A.; Liu, G.; Ellman, J. A. Tetrahedron 1999, 55, 8883-8904.
7. (b) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914.
8. Liu, G.; Cogan, D. A.; Owens, T. D.; Tang, T. P.; Ellman, J. A.; J. Org. Chem. 1999, 64, 1278-1284.
9. For synthesis, see: Hall, D. G.; Tailor, J.; Gravel, M. Angew. Chem., Int. Ed. 1999, 38, 3064-3067. PS-DEAM is now commercially available from Argonaut Technologies Inc. The technical document is available at their web site, http://www.argotech.com/.
10. (a) Wathey, B.; Tierney, J.; Lidstrom, P.; Westman, J. Drug Discovery Today 2002, 7, 373-380.
11. (b) Lidstrom, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225-9283.
12. (c) Kuhnert, N. Angew. Chem., Int. Ed. Engl. 2002, 41, 1863-1866.
13. Davis, F. A.; Friedman, A. J.; Kluger, E. W. J. Am. Chem. Soc. 1974, 96, 5000.
14. Liu, Y.-S..; Zhao, C.; Bergbreiter, D. E.; Romo, D. J. Org. Chem. 1998, 63, 3471-3473.
15. Trost, B. M.; Liu, G. J. Org. Chem. 1981, 46, 4617-4620.
16. Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519.
17. Cogan, D. A.; Liu, G.; Kim, K.; Backes, B. A.; Ellman, J. A. J. Am. Chem. Soc. 1998, 120, 8011-8019.