Dibutyltin dibromide-catalyzed trimethylsilylcyanation of aldehydes and imines

Chemistry Letters

Volumn 38, Issue 4, 2009, Pages 336-337

  Yanagisawa, Akira ^a   Matsumoto, Takuya ^a   Arai, Takayoshi ^a   Yoshida, Kazuhiro ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 67650493114     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2009.336     Document Type: Article

References (20)

1. For reviews, see: a) A. G. Davies, Organotin Chemistry, VCH. Weinheim, 1997, p. 185.
2. b) A. Orita, J. Otera, in Main Group Metals in Organic Synthesis, ed. by H. Yamamoto, K. Oshima, Wiley-VCH, Weinheim, 2004, Vol. 2, p. 621.
3. A. Yanagisawa, T. Sekiguchi, Tetrahedron Lett. 2003, 44, 7163.
4. A. Yanagisawa, H. Saito, M. Harada, T. Arai, Adv. Synth. Catal. 2005, 347, 1517.
5. A. Yanagisawa, Y. Izumi, T. Arai, Chem. Lett. 2008, 37, 1092.
6. A. Yanagisawa, T. Aoki, T. Arai, Synlett 2006, 2071.
7. For reviews, see: a) M. North, Synlett 1993, 807.
8. b) F. Effenberger, Angew. Chem., Int. Ed. Engl. 1994, 33, 1555.
9. c) R. J. H. Gregory, Chem. Rev. 1999, 99, 3649.
10. d) M. North, Tetrahedron: Asymmetry 2003, 14, 147.
11. For reviews, see: a) M. Shibasaki, M. Kanai, K. Funabashi, Chem. Commun. 2002, 1989.
12. b) J.-M. Brunei, I. P. Holmes, Angew. Chem., Int. Ed. 2004, 43, 2752.
13. c) M. Kanai, N. Kato, E. Ichikawa, M. Shibasaki, Synlett 2005, 1491.
14. d) T. R. J. Achard, L. A. Clutterbuck, M. North, Synlett 2005, 1828.
15. M. Scholl, G. C. Fu, J. Org. Chem. 1994, 59, 7178.
16. M. Scholl, C.-K. Lim, G. C. Fu, J. Org. Chem. 1995, 60, 6229.
17. J. K. Whitesell, R. Apodaca, Tetrahedron Lett. 1996, 37, 2525.
18. Otera, Orita, and co-workers have reported that bis(pentafluorophenyl)tin dibromide catalyzes tritnethylsilylcyanation of an aldehyde, see: J. Chen, K. Sakamoto, A. Orita, J. Otera, Synlett 1996, 877.
19. For reviews, see: a) S. Kobayashi, H. Ishitani, Chem. Rev. 1999, 99, 1069.
20. b) H. Gröger, Chem. Rev. 2003, 103, 2795.