Reaction of lithium trimethylsilyldiazo-methane with n,n-dialkylamides of α-keto acids and n,n-disubstituted α-amino ketones

Heterocycles

Volumn 42, Issue 1, 1996, Pages 75-82

  Ogawa, Hideki ^a   Aoyama, Toyohiko ^a   Shioiri, Takayuki ^a  

^a NAGOYA CITY UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001898876     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-95-s24     Document Type: Article

References (13)

1. H. Ogawa, T. Aoyama, and T. Shioiri, Synlett, 1994, 757.
2. a) K. Miwa, T. Aoyama, and T. Shioiri, Synlett, 1994, 107.
3. b) K. Miwa, T. Aoyama, and T. Shioiri, Synlett, 1994, 109.
4. c) K. Miwa, T. Aoyama, and T. Shioiri, Synlett, 1994, 461.
5. J. C. Gilbert and B. K. Blackburn, J. Org. Chem., 1986, 51, 3656.
6. a) Y. Hamada, M. Shibata, T. Sugiura, S. Kato, and T. Shioiri, J. Org. Chem., 1987, 52, 1252.
7. b) N. Irako, Y. Hamada, and T. Shioiri, Tetrahedron, 1992, 48, 7251.
8. c) J. Matsubara, K. Nakao, Y. Hamada, and T. Shioiri, Tetrahedron Lett., 1992, 33, 4187.
9. d) Available from Chuo Denki Kogyo, Co., Ltd. (272 Taguchi, Myokokogen-machi, Nakakubiki-gun, Niigata 949-21, Japan)
10. For example, a mixture of 8a (159 mg, 1 mmol) and CMD (869 mg, 10 mmol) in dichloromethane (10 ml) was heated under reflux for 3 h to give 9a in 88% yield.
11. T. Shioiri, T. Aoyama, and S. Mori, Org. Synth., Coll. Vol., 1993, 8, 612.
12. 3) δ: 1.23 (3H, t, J=7.59 Hz), 2.52 (2H, q, J=7.59 Hz), 3.61 (3H, s), 6.10 (1H, s), 6.51 (1H, s), 7.26-7.39 (5H, m).
13. T. Tsuchiya, H. Arai, and H. Igeta, Chem. Pharm. Bull., 1973, 21, 1516.