cis-1-Amino-1,2,3,4-tetrahydro-2-naphthalenol: Resolution and application to the catalytic enantioselective reduction of ketones

Tetrahedron Asymmetry

Volumn 8, Issue 18, 1997, Pages 3107-3110

  Higashijima, Shinji ^a   Itoh, Hiroki ^a   Senda, Yasuhisa ^a   Nakano, Shigeru ^b  

^a YAMAGATA UNIVERSITY   (Japan)

^b Dept of Research and Development   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

NAPHTHOL DERIVATIVE;

ARTICLE; DRUG PURIFICATION; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VITRO STUDY; METHODOLOGY; PRIORITY JOURNAL; REACTION ANALYSIS; REDUCTION;

EID: 0030884709     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00397-2     Document Type: Article

References (9)

1. For examples, see: Corey, E. J.; Bakshi, R. K.; Shibata, S.; Singh, V. K. J. Am. Chem. Soc. 1987, 109, 7925. Masui, M.; Shioiri, T. Tetrahedron 1995, 51, 8363. Quallich, G. J.; Woodall, T. M. Synlett. 1993, 929.
2. For examples, see: Corey, E. J.; Bakshi, R. K.; Shibata, S.; Singh, V. K. J. Am. Chem. Soc. 1987, 109, 7925. Masui, M.; Shioiri, T. Tetrahedron 1995, 51, 8363. Quallich, G. J.; Woodall, T. M. Synlett. 1993, 929.
3. For examples, see: Corey, E. J.; Bakshi, R. K.; Shibata, S.; Singh, V. K. J. Am. Chem. Soc. 1987, 109, 7925. Masui, M.; Shioiri, T. Tetrahedron 1995, 51, 8363. Quallich, G. J.; Woodall, T. M. Synlett. 1993, 929.
4. Simone, B. D.; Savoia, D.; Tagliavini, E.; Ronchi, A. U. Tetrahedron: Asymmetry 1995, 6, 301. Sudo, A.; Matumoto, M.; Hasimoto, Y.; Saigo, K. Tetrahedron: Asymmetry 1995, 6, 1853.
5. Simone, B. D.; Savoia, D.; Tagliavini, E.; Ronchi, A. U. Tetrahedron: Asymmetry 1995, 6, 301. Sudo, A.; Matumoto, M.; Hasimoto, Y.; Saigo, K. Tetrahedron: Asymmetry 1995, 6, 1853.
6. Bellucci, C. M.; Bergamini, A.; Cozzi, P. G.; Papa, A.; Tagliavini, E.; Umani-Ronchi, A. Tetrahedron: Asymmetry 1997, 8, 895.
7. The role of hydrogen peroxide in this reaction is the oxidation of the initially formed bromide ion by the formation of the first trans bromohydrin to the bromonium ion which is consumed to form the second trans bromohydrin.
8. Senanayake, C. H.; DiMichele, L. M.; Liu, J.; Fredenburgh, L. E.; Ryan, K. M.; Roberts, F. E.; Larsen, R. D.; Verhoeven, T. R.; Reider, P. J. Tetrahedron Lett. 1995, 36, 7615.
9. Douglas, A. W.; Tschaen, D. M.; Reamer, R. A.; Shi, Y. J. Tetrahedron: Asymmetry 1996, 7, 1303.