Erratum: Copper(I)-Catalyzed Borylative exo-Cyclization of Alkenyl Halides Containing Unactivated Double Bond(Journal of the American Chemical Society (2013) 135 (2635-2640) DOI: 10.1021/ja3104582);Copper(I)-catalyzed borylative exo -cyclization of alkenyl halides containing unactivated double bond

Journal of the American Chemical Society

Volumn 135, Issue 7, 2013, Pages 2635-2640

  Kubota, Koji ^a   Yamamoto, Eiji ^a   Ito, Hajime ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER COMPOUNDS; REACTION INTERMEDIATES;

ALKENYL HALIDES; EXO-CYCLIZATION; INTRAMOLECULAR SUBSTITUTIONS; LEAVING GROUPS; REACTION MECHANISM; REGIOSELECTIVE ADDITION; TERMINAL ALKENES; THEORETICAL INVESTIGATIONS;

CYCLIZATION;

COPPER; HALIDE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CYCLIZATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 84874102912     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b08416     Document Type: Erratum

References (50)

1. Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials, 2 nd revised ed.; Hall, D. G., Ed.; Wiley-VCH: Weinheim, 2011.
2. Boron Compounds, Science of Syntheses; Kaufmann, D., Ed.; Georg Thieme Verlag: Stuttgart, 2005; Vol. 6.
3. Chemler, S. R.; Roush, R. W. In Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH: Weinheim, 2000; pp 403-490.
4. Daini, M.; Yamamoto, A.; Suginome, M. J. Am. Chem. Soc. 2008, 130, 2918
5. Suginome, M. Chem. Rec. 2010, 10, 348
6. Marco-Martínez, J.; López-Carrillo, V.; Buňuel, E.; Simancas, R.; Cárdenas, D. J. J. Am. Chem. Soc. 2007, 129, 1874
7. Marco-Martínez, J.; Buňuel, E.; López-Durán, R.; Cárdenas, D. J. Chem.-Eur. J. 2011, 17, 2734
8. Chen, I. H.; Yin, L.; Itano, W.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2009, 131, 11664
9. Welle, A.; Petrignet, J.; Tinant, B.; Wouters, J.; Riant, O. Chem.-Eur. J. 2010, 16, 10980
10. Burns, A. R.; Solana González, J.; Lam, H. W. Angew. Chem., Int. Ed. 2012, 51, 10827
11. Okuno, Y.; Yamashita, M.; Nozaki, K. Angew. Chem., Int. Ed. 2011, 50, 920
12. Zhang, L.; Cheng, J.; Carry, B.; Hou, Z. J. Am. Chem. Soc. 2012, 134, 14314
13. Alfaro, R.; Parra, A.; Alemán, J.; Ruano, J. L. G.; Tortosa, M. J. Am. Chem. Soc. 2012, 134, 15165
14. Kehr, G.; Erker, G. Chem. Commun. 2012, 48, 1839
15. Ito, H.; Kosaka, Y.; Nonoyama, K.; Sasaki, Y.; Sawamura, M. Angew. Chem., Int. Ed. 2008, 47, 7424
16. Ito, H.; Toyoda, T.; Sawamura, M. J. Am. Chem. Soc. 2010, 132, 5990
17. Zhong, C.; Kunii, S.; Kosaka, Y.; Sawamura, M.; Ito, H. J. Am. Chem. Soc. 2010, 132, 11440
18. Dang, L.; Lin, Z. Y.; Marder, T. B. Chem. Commun. 2009, 3987
19. Cid, J.; Gulyás, H.; Carbó, J. J.; Fernández, E. Chem. Soc. Rev. 2012, 41, 3558
20. Yang, C.-T.; Zhang, Z.-Q.; Tajuddin, H.; Wu, C.-C.; Liang, J.; Liu, J.-H.; Fu, Y.; Czyzewska, M.; Steel, P. G.; Marder, T. B.; Liu, L. Angew. Chem., Int. Ed. 2012, 51, 528
21. Ito, H.; Kubota, K. Org. Lett. 2012, 14, 890
22. Kleeberg, C.; Dang, L.; Lin, Z. Y.; Marder, T. B. Angew. Chem., Int. Ed. 2009, 48, 5350
23. Ito, H.; Yamanaka, H.; Tateiwa, J.; Hosomi, A. Tetrahedron Lett. 2000, 41, 6821
24. Takahashi, K.; Ishiyama, T.; Miyaura, N. Chem. Lett. 2000, 29, 982
25. Mun, S.; Lee, J.; Yun, J. Org. Lett. 2006, 8, 4887
26. Laitar, D.; Tsui, E.; Sadighi, J. Organometallics 2006, 25, 2405
27. Lee, Y.; Hoveyda, A. J. Am. Chem. Soc. 2009, 131, 3160
28. Sasaki, Y.; Zhong, C. M.; Sawamura, M.; Ito, H. J. Am. Chem. Soc. 2010, 132, 1226
29. Dang, L.; Zhao, H.; Lin, Z.; Marder, T. Organometallics 2007, 26, 2824
30. Dang, L.; Lin, Z.; Marder, T. B. Organometallics 2008, 27, 4443
31. Sasaki, Y.; Horita, Y.; Zhong, C. M.; Sawamura, M.; Ito, H. Angew. Chem., Int. Ed. 2011, 50, 2778
32. Ishiyama, T.; Yamamoto, M.; Miyaura, N. Chem. Commun. 1997, 689
33. Iverson, C. N.; Smith, M. R., III. Organometallics 1997, 16, 2757
34. Morgan, J. B.; Miller, S. P.; Morken, J. P. J. Am. Chem. Soc. 2003, 125, 8702
35. Ramírez, J.; Corberán, R.; Sanaú, M.; Peris, E.; Fernández, E. Chem. Commun. 2005, 3056
36. Ramírez, J.; Sanaú, M.; Fernández, E. Angew. Chem., Int. Ed. 2008, 47, 5194
37. Bonet, A.; Pubill-Ulldemolins, C.; Bo, C.; Gulyás, H.; Fernández, E. Angew. Chem., Int. Ed. 2011, 50, 7158
38. Kabalka, G. W.; Shoup, T. M.; Goudgaon, N. M. J. Org. Chem. 1989, 54, 5930
39. Sadhu, K. M.; Matteson, D. S. Organometallics 1985, 4, 1687
40. Hupe, E.; Marek, I.; Knochel, P. Org. Lett. 2002, 4, 2861
41. Dreher, S. D.; Lim, S. E.; Sandrock, D. L.; Molander, G. A. J. Org. Chem. 2009, 74, 3626
42. Bernstein, P.; Brown, D.; Griffin, A.; Tremblay, M. C.; Wesolowski, S. Spirocyclobutyl Piperidine Derivatives. ASTRAZENECA AB U.S. Patent US 2010/0130477, May 27, 2010.
43. Maillard, B.; Forrest, D.; Ingold, K. U. J. Am. Chem. Soc. 1976, 98, 7024
44. Griller, D.; Ingold, K. U. Acc. Chem. Res. 1980, 13, 317
45. Legault, C. Y.; Garcia, Y.; Merlic, C. A.; Houk, K. N. J. Am. Chem. Soc. 2007, 129, 12664
46. Gorelsky, S. I.; Lapointe, D.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 10848
47. Schoenebeck, F.; Houk, K. N. J. Am. Chem. Soc. 2010, 132, 2496
48. Johnson, C. R.; Dutra, G. A. J. Am. Chem. Soc. 1973, 95, 7777
49. Mori, S.; Nakamura, E.; Morokuma, K. J. Am. Chem. Soc. 2000, 122, 7294
50. Yoshikai, N.; Nakamura, E. Chem. Rev. 2012, 112, 2339