Montmorillonite Clay-Catalyzed Three-Component Coupling Reactions: A Facile Synthesis of Homoallylic Amines

Advanced Synthesis and Catalysis

Volumn 344, Issue 9, 2002, Pages 938-940

  Yadav, J S ^a   Reddy, B V S ^a   Krishnam Raju, A ^a   Gnaneshwar, D ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Allylstannane; Homoallylic amines; Imines; Solid acids

Indexed keywords

EID: 0242634818     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/1615-4169(200210)344:9<938::AID-ADSC938>3.0.CO;2-Z     Document Type: Article

References (27)

1. a) B. List, Synlett 2001, 1675;
2. b) S. E. Denmark, X. Su, Y. Nishigaichi, D. M. Coe, K. T. Wong, S. B. D. Winter, J. Y. Choi, J. Org. Chem. 1999, 64, 1958.
3. Y. Yamamoto, N. Asao, Chem. Rev. 1993, 93, 2207.
4. S. Kobayashi, Eur. J. Org. Chem. 1999, 15.
5. a) R. Bloch, Chem. Rev., 1998, 98, 1407;
6. b) T. H. Chan, W. Lu, Tetrahedron Lett. 1998, 39, 8605.
7. a) G. E. Keck, E. J. Enholm, J. Org. Chem. 1985, 50, 146;
8. b) S. Itsuno, K. Watanabe, K. Ito, A. El-Shehawy, A. A. Sarhan, Angew. Chem. Int. Ed. Engl. 1997, 36, 109;
9. c) T. Akiyama, J. Iwai, Synlett 1998, 273.
10. a) H. Nakamura, H. Iwama, Y. Yamamoto, J. Am. Chem. Soc. 1996, 118, 6642;
11. b) K. Nakamura, H. Nakamura, Y. Yamamoto, J. Am. Chem. Soc. 1996, 118, 6642;
12. c) S. Kobayashi, M. Araki, M. Yasuda, Tetrahedron Lett., 1995, 36, 5773.
13. a) S. Kobayashi, T. Busujima, S. Nagayama, Chem. Commun. 1998, 19;
14. b) S. Kobayashi, S. Nagayama, J. Am. Chem. Soc. 1997, 119, 10049;
15. c) H. C. Aspinall, J. S. Bissett, N. Greeves, D. Levin, Tetrahedron Lett. 2002, 43, 323;
16. d) S. Kobayashi, S. Iwamoto, S. Nagayama, Synlett 1997, 1099.
17. a) T. Akiyama, Y. Onuma, J. Chem. Soc. Perkin Trans. 1 2002, 1157;
18. b) Y. Masuyama, J. Tosa, Y. Kurusu, Chem. Commun. 1999, 1075;
19. c) T. Akiyama, J. Iwai, Y. Onuma, H. Kagoshima, Chem. Commun. 1999, 2191.
20. a) M. Balogh, P. Laszlo, Organic Chemistry using Clays, Springer Verlag, Berlin, 1993, and references cited therein;
21. b) A. Cornelis, P. Laszlo, Synlett 1994, 155.
22. a) R. S. Varma, D. Kumar, Tetrahedron Lett. 1999, 40, 7665;
23. b) M. S. Manhas, B. K. Banik, A. Mathur, J. E. Vincent, E. John, A. K. Bose, Tetrahedron 2000, 56, 5587.
24. a) J. S. Yadav, B. V. S. Reddy, G. M. Kumar, Ch. V. S. R. Murthy, Tetrahedron Lett. 2001, 42, 89.
25. b) J. S. Yadav, B. V. S. Reddy, M. Rasheed, H. M. S. Kumar Synlett 2000, 487;
26. c) H. M. S. Kumar, B. V. S. Reddy, P. K. Mohanty, J. S. Yadav, Tetrahedron Lett. 1997, 38, 3619;
27. d) J. S. Yadav, B. V. S. Reddy, Ch. Madan, Synlett 2001, 1131.