Novel and efficient transformation of α-amino nitrile to α-imino and α-amide nitriles in asymmetric Strecker synthesis

Tetrahedron Letters

Volumn 42, Issue 22, 2001, Pages 3733-3736

  Namba, Kosuke ^a   Kawasaki, Masanori ^a   Takada, Ichinori ^a   Iwama, Seiji ^a   Izumida, Masashi ^a   Shinada, Tetsuro ^a   Ohfune, Yasufumi ^a  

^a Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA AMIDE NITRILE DERIVATIVE; ALPHA AMINO NITRILE; ALPHA IMINO NITRILE DERIVATIVE; AMIDE; AMINO ACID DERIVATIVE; NITRILE; OZONE; UNCLASSIFIED DRUG;

AMINO ACID SUBSTITUTION; ARTICLE; CHEMICAL STRUCTURE; HYDROLYSIS; OXIDATION; REACTION ANALYSIS; STOICHIOMETRY; SYNTHESIS; TECHNIQUE;

EID: 0035962970     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)00551-2     Document Type: Article

References (16)

1. Moon S.-H., Ohfune Y. J. Am. Chem. Soc. 116:1994;7405-7406.
2. Ohfune Y., Moon S.-H., Horikawa M. Pure Appl. Chem. 68:1996;645-648.
3. Horikawa M., Nakajima T., Ohfune Y. Synlett. 1997;253-254.
4. Ohfune Y., Nanba K., Takada I., Kan T., Horikawa M., Nakajima T. Chirality. 9:1997;459-462.
5. Ohfune Y., Horikawa M. J. Syn. Org. Chem. Jpn. 55:1997;982-993.
6. Namba K., Shinada T., Teramoto T., Ohfune Y. J. Am. Chem. Soc. 122:2000;10708-10709.
7. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
8. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
9. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
10. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
11. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
12. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
13. 2: Yamaguchi, J.; Takeda, T. Chem. Lett. 1992, 1933-1936. PhI=O: (a) Larsen, J.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 2 1992, 8, 1213; (b) Muller, P.; Gilabelt, D. M. Tetrahedron 1988, 44, 7171-7175.
14. 2O).
15. Colson P.-J., Hegedus L.S. J. Org. Chem. 58:1993;5918-5924.
16. Iwama S., Gao W.-G., Shinada T., Ohfune Y. Synlett. 2000;1631-1633.