Indium(I)-catalyzed alkyl-allyl coupling between ethers and an allylborane

Chemical Communications

Volumn 47, Issue 2, 2011, Pages 692-694

  Thanh Dao, Hai ^a   Schneider, Uwe ^a   Kobayashi, Shū ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; ALLYL COMPOUND; ALLYLBORANE; BORANE DERIVATIVE; ETHER DERIVATIVE; FUNCTIONAL GROUP; INDIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CROSS COUPLING REACTION;

EID: 78651404423     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c0cc03673k     Document Type: Article

References (45)

1. D. J. CÁrdenas, Angew. Chem., Int. Ed., 2003, 42, 384
2. A. Hosomi, T. Imai, M. Endo, H. Sakurai, J. Organomet. Chem., 1985, 285, 95
3. B. C. Ranu, S. Banerjee, L. Adak, Tetrahedron Lett., 2007, 48, 7374
4. J. S. Yadav, B. V. S. Reddy, K. V. Rao, K. S. Raj, P. R. Rao, A. R. Prasad, D. Gunasekar, Tetrahedron Lett., 2004, 45, 6505
5. T. Saito, Y. Nishimoto, M. Yasuda, A. Baba, J. Org. Chem., 2007, 72, 8588
6. G. Kaur, M. Kaushik, S. Trehan, Tetrahedron Lett., 1997, 38, 2521
7. M. Rubin, V. Gevorgyan, Org. Lett., 2001, 3, 2705
8. S. H. Kim, C. Shin, A. N. Pae, H. Y. Koh, M. H. Chang, B. Y. Chung, Y. S. Cho, Synthesis, 2004, 1581
9. S. K. De, R. A. Gibbs, Tetrahedron Lett., 2005, 46, 8345
10. M. Yasuda, T. Saito, M. Ueba, A. Baba, Angew. Chem., Int. Ed., 2004, 43, 1414
11. T. Saito, Y. Nishimoto, M. Yasuda, A. Baba, J. Org. Chem., 2006, 71, 8516
12. J. A. Cella, J. Org. Chem., 1982, 47, 2125
13. M. Murakami, T. Kato, T. Mukaiyama, Chem. Lett., 1987, 1167
14. T. Yokozawa, K. Furuhashi, H. Natsume, Tetrahedron Lett., 1995, 36, 5243
15. T. Ishikawa, T. Aikawa, Y. Mori, S. Saito, Org. Lett., 2004, 6, 1369
16. W. R. Roush, in Comprehensive Organic Synthesis, ed. B. M. Trost, Pergamon Press, Oxford, UK, 1991
17. D. S. Matteson, in Stereodirected Synthesis with Organoboranes, Springer, Berlin, 1995
18. Y. Bubnov, in Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, Organometallics, ed. D. E. Kaufmann and D. S. Matteson, Georg Thieme Verlag KG, 2005, vol. 6, p. 945
19. J. W. J. Kennedy and D. G. Hall, in Boronic Acids, ed. D. G. Hall, Wiley-VCH, Weinheim, 2005, vol. 6, p. 241
20. R. W. Hoffmann, W. Ladner, Tetrahedron Lett., 1979, 20, 4653
21. R. W. Hoffmann, Angew. Chem., Int. Ed. Engl., 1982, 21, 555
22. R. W. Hoffmann, Pure Appl. Chem., 1988, 60, 123
23. Y. Yamamoto, T. Komatsu, K. Maruyama, J. Am. Chem. Soc., 1984, 106, 5031
24. S. E. Denmark and N. G. Almstead, in Modern Carbonyl Chemistry, ed. J. Otera, Wiley-VCH, Weinheim, 2000, vol. 10, p. 299
25. S. R. Chemler and W. R. Roush, in Modern Carbonyl Chemistry, ed. J. Otera, Wiley-VCH, Weinheim, 2000, vol. 11, p. 403
26. J. W. J. Kennedy, D. G. Hall, J. Am. Chem. Soc., 2002, 124, 11586
27. T. Ishiyama, T.-A. Ahiko, N. Miyaura, J. Am. Chem. Soc., 2002, 124, 12414
28. R. Wada, K. Oisaki, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2004, 126, 8910
29. R. Wada, T. Shibuguchi, S. Makino, K. Oisaki, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2006, 128, 7687
30. U. Schneider, S. Kobayashi, Angew. Chem., Int. Ed., 2007, 46, 5909
31. U. Schneider, M. Ueno, S. Kobayashi, J. Am. Chem. Soc., 2008, 130, 13824
32. T. J. Barker, E. R. Jarvo, Org. Lett., 2009, 11, 1047
33. A. Chakrabarti, H. Konishi, M. Yamaguchi, U. Schneider, S. Kobayashi, Angew. Chem., Int. Ed., 2010, 49, 1838
34. D. S. Barnett, P. N. Moquist, S. E. Schaus, Angew. Chem., Int. Ed., 2009, 48, 8679
35. G. W. Kabalka, Z. Wu, Y. Ju, Org. Lett., 2004, 6, 3929
36. U. Schneider, H. T. Dao, S. Kobayashi, Org. Lett., 2010, 12, 2488
37. C. L. B. Macdonald, A. M. Corrente, C. G. Andrews, A. Taylor, B. D. Ellis, Chem. Commun., 2004, 250
38. C. G. Andrews, C. L. B. Macdonald, Angew. Chem., Int. Ed., 2005, 44, 7453
39. C. G. Andrews, C. L. B. Macdonald, J. Organomet. Chem., 2005, 690, 5090
40. B. F. T. Cooper, C. L. B. Macdonald, New J. Chem., 2010, 34, 1551
41. A. García Martínez, E. Teso Vilar, S. de la Moya Cerero, J. Osío Barcina, P. C. Gómez, J. Org. Chem., 1999, 64, 5611
42. N. Miyaura, A. Suzuki, Chem. Rev., 1995, 95, 2457
43. J. A. Soderquist, J. C. Justo de Pomar, Tetrahedron Lett., 2000, 41, 3537
44. R. Hunter, G. D. Tomlinson, Tetrahedron Lett., 1989, 30, 2013
45. G. Y. Fang, O. A. Wallner, N. Di Blasio, X. Ginesta, J. N. Harvey, V. K. Aggarwal, J. Am. Chem. Soc., 2007, 129, 14632