Entry to Highly Hindered Chiral β-Amino Triazoles Bearing a gem-Diaryl Group by Azide-alkyne Click Chemistry |
Sadu, Venkata Subbaiah
(Green Chemistry Division, Korea Research Institute of Chemical Technology)
Roy, Harendra Nath (Green Chemistry Division, Korea Research Institute of Chemical Technology) Arigala, Pitchaiah (Green Chemistry Division, Korea Research Institute of Chemical Technology) Hwang, In-Taek (Green Chemistry Division, Korea Research Institute of Chemical Technology) Lee, Kee-In (Green Chemistry Division, Korea Research Institute of Chemical Technology) |
1 | Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. Int. Ed. 2001, 40, 2004. DOI ScienceOn |
2 | (d) Dondoni, A.; Massi, A. Angew. Chem. Int. Ed. 2008, 47, 4638. DOI ScienceOn |
3 | (e) Gaunt, M. J.; Johansson, C. C. C.; McNally, A.; Vo, N. T. Drug Discov. Today 2007, 12, 8. DOI ScienceOn |
4 | Knudsen, K. R.; Mitchell, C. E. T.; Ley, S. V. Chem. Commun. 2006, 66. |
5 | (b) Vicario, J. L.; Badia, D.; Carrillo L. Synthesis 2007, 2065. |
6 | (c) Bertelsen, S.; Jorgensen, K. A. Chem. Soc. Rev. 2009, 38, 2178. DOI ScienceOn |
7 | (d) McAllister, T. E.; Nix, M. G.; Webb, M. E. Chem. Commun. 2011, 47, 1297. DOI ScienceOn |
8 | (e) Stanley, N. J.; Pedersen, D. S.; Nielsen, B.; Kvist, T.; Mathiesen, J. M.; Brauner-Osborne, H.; Taylor, D. K.; Abell, A. D. Bioorg. Med. Chem. Lett. 2010, 20, 7512. DOI ScienceOn |
9 | (f) Nasir Baig, R. B.; Varma, R. S. Chem. Commun. 2012, 48, 5853. DOI ScienceOn |
10 | Salunke, S. B.; Babu, N. S.; Chen, C.-T. Chem. Commun. 2011, 10440. |
11 | (a) Kim, M. S.; Yoon, H. J.; Lee, B. K.; Kwon, J. H.; Lee, W. K.; Kim, Y.; Ha, H.-J. Synlett 2005, 2187. |
12 | (b) Na, Y. M. Bull. Korean Chem. Soc. 2011, 32, 307. DOI ScienceOn |
13 | (a) List, B.; Lerner, R. A.; Barbas III, C. F. J. Am. Chem. Soc. 2000, 122, 2395. DOI ScienceOn |
14 | (b) Ahrendt, K. A.; Borths, C. J.; MacMillan, D. W. C. J. Am. Chem. Soc. 2000, 122, 4243. DOI ScienceOn |
15 | (b) Kee, J.-M.; Villani, B.; Carpenter, L. R.; Muir, T. W. J. Am. Chem. Soc. 2010, 132, 14327. DOI ScienceOn |
16 | (c) Buysse, K.; Farard, J.; Nikolaou, A.; Vanderheyden, P.; Vauquelin, G.; Pedersen, D. S.; Tourwe, D.; Ballet, S. Org. Lett. 2011, 13, 6468. DOI ScienceOn |
17 | (c) Franzen, J.; Marigo, M.; Fielenbach, D.; Wabnitz, T. C.; Kjaersgaard, A.; Jorgensen, K. A. J. Am. Chem. Soc. 2005, 127, 18296. DOI ScienceOn |
18 | (d) Hayashi, Y.; Gotoh, H.; Hayashi, T.; Shoji, M.; Angew. Chem. Int. Ed. 2005, 44, 4212. DOI ScienceOn |
19 | (a) Jarvo, E. R.; Miller, S. J. Tetrahedron 2002, 58, 2481. DOI ScienceOn |
20 | (e) Fuerst, D. E.; Jacobsen, E. N. J. Am. Chem. Soc. 2005, 127, 8964. DOI ScienceOn |
21 | (e) Lattanzi, A. Chem. Commun. 2009, 1452. |
22 | (b) Trost, B. M.; Terrell, L. R. J. Am. Chem. Soc. 2003, 125, 338. DOI ScienceOn |
23 | (c) Seebach, D.; Beck, A. K.; Brenner, M.; Gaul, C.; Heckel, A. Chimia 2011, 831. |
24 | (d) Braun, M. Angew. Chem. Int. Ed. 2012, 51, 2550. DOI ScienceOn |
25 | (a) Bock, V. D.; Hiemstra, H.; van Maarseveen, J. H. Eur. J. Org. Chem. 2006, 51. |
26 | (b) Meldal, M.; Tornoe, C. W. Chem. Rev. 2008, 108, 2952. DOI ScienceOn |
27 | (a) Fletcher, J. T.; Walz, S. E.; Keeney, M. E. Tetrahedron Lett. 2008, 49, 7030. DOI ScienceOn |
28 | (b) Kumar, A. S.; Ghule, V. D.; Subrahmanyam, S.; Sahoo, A. K. Chem. Eur. J. 2013, 19, 509. DOI ScienceOn |
29 | (a) Tornoe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057. DOI ScienceOn |
30 | (b) Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem. Int. Ed. 2002, 41, 2596. DOI ScienceOn |
31 | (a) Kolb, H. C.; Sharpless, K. B. Drug Discov. Today 2003, 8, 1128. DOI ScienceOn |
32 | (b) Majumdar, K.; Ray, K. Synthesis 2011, 3767. |
33 | (c) Wu, P.; Fokin, V. V. Aldrichimica Acta 2007, 40, 7. |
34 | Ishii, T.; Fujioka, S.; Sekiguchi, Y.; Kotsuki, H. J. Am. Chem. Soc. 2004, 126, 9558. DOI ScienceOn |
35 | (d) Moses, J. E.; Moorhouse, A. D. Chem. Soc. Rev. 2007, 36, 1249. DOI ScienceOn |
36 | (e) Thirumurugan, P.; Matosiuk, D.; Jozwiak, K. Chem. Rev. 2013, 113, 4905. DOI ScienceOn |
37 | (a) Gajewsk, M.; Seaver, B.; Esslinger, C. S. Bioorg. Med. Chem. Lett. 2007, 17, 4163. DOI ScienceOn |
38 | Luo, S.; Mi, X.; Zhang, L.; Liu, S.; Xu, H.; Cheng, J.-P. Angew. Chem. Int. Ed. 2006, 45, 3093. DOI ScienceOn |
39 | (b) Chandrasekhar, S.; Tiwari, B.; Parida, B. B.; Reddy, C. R. Tetraheron: Asymmetry 2008, 19, 495. DOI ScienceOn |
40 | (c) Karthikeyan, T.; Sankararaman, S. Tetraheron: Asymmetry 2008, 19, 2741. DOI ScienceOn |
41 | (d) Kumar, T. P.; Sattar, M. A.; Sarma, V. U. M. Tetrahedron: Asymmetry 2013, 24, 1615. DOI ScienceOn |
42 | (a) Corey, E. J.; Helal, C. J. Angew. Chem. Int. Ed. 1998, 37, 1986. DOI ScienceOn |
43 | (a) Luo, S.; Xu, H.; Mi, X.; Li, J.; Zheng, X.; Cheng, J.-P. J. Org. Chem. 2006, 71, 9244. DOI ScienceOn |
44 | (g) Martinelli, M.; Milcent T.; Ongeri, S.; Crousse, B. Beilstein J. Org. Chem. 2008, 4, No. 19. |
45 | Roy, H. N.; Pitchaiah, A.; Kim, M.; Hwang, I. T.; Lee, K.-I. RSC Adv. 2013, 3, 3526. DOI ScienceOn |