γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes

Chemical Communications

Volumn 48, Issue 100, 2012, Pages 12180-12182

  Smith, Sean M ^a   Hoang, Gia L ^a   Pal, Rhitankar ^a   Khaled, Mohammad O Bani ^a   Pelter, Liberty S W ^b   Zeng, Xiao Cheng ^a   Takacs, James M ^a  

^a UNIVERSITY OF NEBRASKA LINCOLN   (United States)

^b PURDUE UNIVERSITY CALUMET   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; AMIDE; ESTER;

ARTICLE; CATALYST; CHEMICAL BINDING; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOMER; ENERGY; HYDROBORATION; OXIDATION; SUBSTITUTION REACTION;

EID: 84869987010     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c2cc36199j     Document Type: Article

References (41)

1. H. K. Scott, V. K. Aggarwal, Chem.-Eur. J. 2011, 17, 13124
2. C. M. Crudden, B. W. Glasspoole, C. J. Lata, Chem. Commun. 2009, 6704
3. L. T. Kliman, S. N. Mlynarski, G. E. Ferris, J. P. Morken, Angew. Chem. Int. Ed. 2012, 51, 521
4. C. H. Schuster, B. Li, J. P. Morken, Angew. Chem. Int. Ed. 2011, 50, 7906
5. K. Hong, J. P. Morken, J. Org. Chem. 2011, 76, 9102
6. H. E. Burks, J. P. Morken, Chem. Commun. 2007, 4717
7. R. J. Ely, J. P. Morken, J. Am. Chem. Soc. 2010, 132, 2534
8. Y. Sasaki, C. Zhong, M. Sawamura, H. Ito, J. Am. Chem. Soc. 2010, 132, 1226
9. D. Noh, J. Chea, J. Ju, J. Yun, Angew. Chem. Int. Ed. 2009, 48, 6062
10. S. A. Moteki, K. Toyama, Z. Liu, J. Ma, A. E. Holmes, J. M. Takacs, Chem. Commun. 2012, 48, 263
11. S. A. Moteki, J. M. Takacs, Angew. Chem. Int. Ed. 2008, 47, 894
12. S. A. Moteki, D. Wu, K. L. Chandra, D. S. Reddy, J. M. Takacs, Org. Lett. 2006, 8, 3097
13. J. Cid, H. GulyÁs, J. J. Carbó, E. FernÁndez, Chem. Soc. Rev. 2012, 41, 3558
14. H.-Y. Jung, X. Feng, H. Kin, J. Yun, Tetrahedron 2012, 68, 3444
15. J. C. H. Lee, D. G. Hall, J. Am. Chem. Soc. 2010, 132, 5544
16. K. Sasaki, T. Hayashi, Angew. Chem. Int. Ed. 2010, 49, 8145
17. I. G. Smilović, E. Casas-Arcé, S. J. Roseblade, U. Nettekoven, A. Zanotti-Gerosa, M. Kovačevič, Z. Časar, Angew. Chem.Int. Ed. 2012, 51, 1014
18. A. Paptchikkine, P. Cheruku, M. Engman, P. G. Andersson, Chem. Commun. 2009, 5996
19. W. J. Moran, J. P. Morken, Org. Lett. 2006, 8, 2413
20. J. R. GonzÁlez, A. Z. GonzÁlez, J. A. Soderquist, J. Am. Chem. Soc. 2009, 131, 9924
21. L. Muñoz-HernÁndez, J. A. Soderquist, Org. Lett. 2009, 11, 2571
22. G. A. Molander, I. Shin, L. Jean-Gérard, Org. Lett. 2010, 12, 4384
23. S. M. Smith, M. Uteuliyev, J. M. Takacs, Chem. Commun. 2011, 47, 7812
24. S. M. Smith, J. M. Takacs, J. Am. Chem. Soc. 2010, 132, 1740
25. S. M. Smith, J. M. Takacs, Org. Lett. 2010, 12, 4612
26. S. M. Smith, N. C. Thacker, J. M. Takacs, J. Am. Chem. Soc. 2008, 130, 3734
27. M. Rubina, M. Rubin, V. Gevorgyan, J. Am. Chem. Soc. 2003, 125, 7198
28. R. CorberÁn, N. W. Mszar, A. H. Hoveyda, Angew. Chem. Int. Ed. 2011, 50, 7079
29. C. Mazet, D. Gérard, Chem. Commun. 2011, 47, 298
30. A. Z. Gonzalez, J. G. RomÁn, E. Gonzalez, J. Martinez, J. R. Medina, K. Matos, J. A. Soderquist, J. Am. Chem. Soc. 2008, 130, 9218
31. S. P. Thomas, V. K. Aggarwal, Angew. Chem. Int. Ed. 2009, 48, 1896
32. M. Tobisu, N. Chatani, Angew. Chem. Int. Ed. 2009, 48, 3565
33. G. A. Molander, N. Ellis, Acc. Chem. Res. 2007, 40, 275
34. S. Darses, J.-P. Genet, Eur. J. Org. Chem. 2003, 4313
35. D. L. Sandrock, L. Jean-Gérard, C.-y. Chen, S. D. Dreher, G. A. Molander, J. Am. Chem. Soc. 2010, 132, 17108
36. T. Awano, T. Ohmura, M. Suginome, J. Am. Chem. Soc. 2011, 133, 20738
37. T. Ohmura, T. Awano, M. Suginome, J. Am. Chem. Soc. 2010, 132, 13191
38. F. F. Blicke, F. Leonard, J. Am. Chem. Soc. 1946, 68, 1934
39. S.-i. Kuwabe, K. E. Torraca, S. L. Buchwald, J. Am. Chem. Soc. 2001, 123, 12202
40. T. Ok, A. Jeon, J. Lee, J. H. Lim, C. S. Hong, H.-S. Lee, J. Org. Chem. 2007, 72, 7390-7393
41. J. W. Bode, M. P. Doyle, M. N. Protopopova, W.-L. Zhou, J. Org. Chem. 1996, 61, 9146