Silver or copper triflate-catalyzed amination of silyl enol ethers

Chemistry Letters

Volumn , Issue 4, 1999, Pages 307-308

  Kobayashi, Shu ^a   Yamashita, Yasuhiro ^a   Ishitani, Haruro ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033245687     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.307     Document Type: Article

References (17)

1. For review, see O. Mitsunobu, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 65; R. Askani, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 103; T. Sheradsky, "The Chemistry of Amino, Nitroso and Nitro Compounds and their Derivatives," ed by S. Patai, John Wiley & Sons, New York (1982), Part 1, p. 395. See also, J. Du Bois, C. S. Tomooka, J. Hong, and E. M. Carreira, Acc. Chem. Res., 30, 364 (1997).
2. For review, see O. Mitsunobu, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 65; R. Askani, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 103; T. Sheradsky, "The Chemistry of Amino, Nitroso and Nitro Compounds and their Derivatives," ed by S. Patai, John Wiley & Sons, New York (1982), Part 1, p. 395. See also, J. Du Bois, C. S. Tomooka, J. Hong, and E. M. Carreira, Acc. Chem. Res., 30, 364 (1997).
3. For review, see O. Mitsunobu, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 65; R. Askani, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 103; T. Sheradsky, "The Chemistry of Amino, Nitroso and Nitro Compounds and their Derivatives," ed by S. Patai, John Wiley & Sons, New York (1982), Part 1, p. 395. See also, J. Du Bois, C. S. Tomooka, J. Hong, and E. M. Carreira, Acc. Chem. Res., 30, 364 (1997).
4. For review, see O. Mitsunobu, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 65; R. Askani, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 6, p. 103; T. Sheradsky, "The Chemistry of Amino, Nitroso and Nitro Compounds and their Derivatives," ed by S. Patai, John Wiley & Sons, New York (1982), Part 1, p. 395. See also, J. Du Bois, C. S. Tomooka, J. Hong, and E. M. Carreira, Acc. Chem. Res., 30, 364 (1997).
5. a) C. Gennari, L. Colombo, and G. Bertolini, J. Am. Chem. Soc., 108, 6394 (1986).
6. b) D. A. Evans, T. C. Britton, R. L. Dorow, and J. F. Dellaria, Jr., Tetrahedron, 44, 5525 (1988).
7. c) L. A. Trimble and J. C. Vederas, J. Am. Chem. Soc., 108, 6397 (1986).
8. d) W. Oppolzer and R. Moretti, Tetrahedron, 44, 5541 (1988).
9. e) Y. Yamamoto, S. Hatsuya, and J. Yamada, Tetrahedron Lett., 30, 3445 (1989).
10. f) Y. Yamamoto, M. Yumoto, and J. Yamada, Tetrahedron Lett., 32, 3079 (1991).
11. T. L. Gilchrist, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 8, p. 381; J. M. Mellor and N. M. Smith, J. Chem. Soc., Perkin Trans. 1, 1984, 2927.
12. T. L. Gilchrist, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 8, p. 381; J. M. Mellor and N. M. Smith, J. Chem. Soc., Perkin Trans. 1, 1984, 2927.
13. R. M. Moriarty and I. Prakash, Synth. Commun., 15, 649 (1985); P. Beslin and P. Marion, Tetrahedron Lett., 33, 935 (1992).
14. R. M. Moriarty and I. Prakash, Synth. Commun., 15, 649 (1985); P. Beslin and P. Marion, Tetrahedron Lett., 33, 935 (1992).
15. For recent reports on reactions using metal triflates as catalysts, S. Kobayashi, Eur. J. Org. Chem., 1999, 15; S. Kobayashi and S. Iwamoto, Tetrahedron Lett., 39, 4697 (1998).
16. For recent reports on reactions using metal triflates as catalysts, S. Kobayashi, Eur. J. Org. Chem., 1999, 15; S. Kobayashi and S. Iwamoto, Tetrahedron Lett., 39, 4697 (1998).
17. Side reactions predominated when the amination was performed without the catalyst.