Catalytic Asymmetric Synthesis. Группа авторов
Читать онлайн книгу.
Int. Ed. 2013, 52, 518–533.
24 24. (a) Phipps, R. J.; Hamilton, G. L.; Toste, F. D. Nature Chem. 2012, 4, 603–614. (b) See also, Brak, K.; Jacobsen, E. N. Angew. Chem. Int. Ed. 2013, 52, 534–561.
25 25. Toste, D. (this issue), Chapter 4 – Asymmetric phase transfer and ion pair organocatalysis. In: Akiyama, T. and Ojima, I. Catalytic Asymmetric Synthesis, 4e, Wiley.
26 26. Parra, A.; Reboredo, S.; Castro, A. M. M.; Alemán, J. Org. Biomol. Chem. 2012, 10, 5001–5020
27 27. (a) For reviews, see: Zhong, C.; Shi, X. Eur. J. Org. Chem. 2010, 2010 2999–3025. (b) Piovesana, S.; Scarpino Schietroma, D. M.; Bella, M. Angew. Chem. Int. Ed. 2011, 50, 6216–6232. (c) Brière, J.‐F.; Oudeyer, S.; Dalla, V.; Levacher, V. Chem. Soc. Rev. 2012, 41, 1696–1707. (d) Tran, V. T.; Nimmagadda, S. K.; Liu, M.; Engle, K. M. Org. Biomol. Chem. 2020, 18, 618–637.
28 28. (a) Inanaga, J.; Sugimoto, Y.; Hanamoto, T. New J. Chem. 1995, 19, 707–712. (b) Furuno, H.; Hanamoto, T.; Sugimoto, Y.; Inanaga, J. Org. Lett. 2000, 2, 49–52.
29 29. Hatano, M.; Ikeno, T.; Matsumura, T.; Torii, S.; Ishihara, K. Adv. Synth. Catal. 2008, 350, 1776–1780.
30 30. Drouet, F.; Lalli, C.; Liu, H.; Masson, G.; Zhu, J. Org. Lett. 2010, 13, 94–97.
31 31. Ingle, G. K.; Liang, Y.; Mormino, M. G.; Li, G.; Fronczek, F. R.; Antilla, J. C. Org. Lett. 2011, 13, 2054–2057.
32 32. (a) Hatano, M.; Moriyama, K.; Maki, T.; Ishihara, K. Angew. Chem. Int. Ed. 2010, 49, 3823–3826. (b) Hatanoa, M.; Ishihara, K. Synthesis 2010, 3785–3801
33 33. Klussmann, M.; Ratjen, L.; Hoffmann, S.; Wakchaure, V.; Goddard, R.; List, B. Synlett 2010, 2189–2192.
34 34. For an example, see: Prashad, M.; Hu, B.; Repi, O.; Blacklock, T. J.; Giannousis, P. Org. Process Res. Dev. 2000, 4, 55–59.
35 35. Yamanaka, M.; Itoh, J.; Fuchibe, K.; Akiyama, T. J. Am. Chem. Soc. 2007, 129, 6756–6764.
36 36. Zhou, F.; Yamamoto, H. Angew. Chem. Int. Ed. 2016, 55, 8970–8974
37 37. Gheewala, C. D.; Collins, B. E.; Lambert, T. H. Science 2016, 351, 961–965
38 38. Hatano, M.; Maki, T.; Moriyama, K.; Arinobe, M.; Ishihara, K. J. Am. Chem. Soc. 2008, 130, 16858–16860.
39 39. Zhu, C.; Mandrelli, F.; Zhou, H.; Maji, R.; List, B. J. Am. Chem. Soc. 2021, 143, 3312–3317.
40 40. Seayad, J.; Seayad, A. M.; List, B. J. Am. Chem. Soc. 2006, 128, 1086–1087.
41 41. Wang, S.‐G.; Xia, Z.‐L.; Xu, R.‐Q.; Liu, X.‐J.; Zheng, C.; You, S.‐L. Angew. Chem. Int. Ed. 2017, 56, 7440–7443.
42 42. (a) Zahrt, A. F.; Henle, J. J.; Rose, B. T.; Wang, Y.; Darrow, W. T.; Denmark, S. E. Science 2019, 363, eaau5631. (b) See also: Reid, J. P.; Sigman, M. S. Nature 2019, 571, 343–348.
43 43. Wang, Y.; Wang, Q.; Zhu, J. Angew. Chem. Int. Ed. 2017, 56, 5612–5615.
44 44. Fan, L.; Han, C.; Li, X.; Yao, J.; Wang, Z.; Yao, C.; Chen, W.; Wang, T.; Zhao, J. Angew. Chem. Int. Ed. 2018, 57, 2115–2119.
45 45. Kang, Q.; Zhao, Z.‐A.; You, S.‐L. J. Am. Chem. Soc. 2007, 129, 1484–1485.
46 46. Xu, F.; Huang, D.; Han, C.; Shen, W.; Lin, X.; Wang, Y. J. Org. Chem. 2010, 75, 8677–8680.
47 47. (a) For reviews, see: Zeng, M.; You, S.‐L. Synlett 2010, 1289–1301. (b) Terrasson, V.; Marcia de Figueiredo, R.; Campagne, J. M. Eur. J. Org. Chem 2010, 2635–2655.
48 48. Hatano, M.; Mochizuki, T.; Nishikawa, K.; Ishihara, K. ACS Catal. 2018, 8, 349–353.
49 49. Hatano, M.; Okamoto, H.; Kawakami, T.; Toh, K.; Nakatsuji, H.; Sakakura, A.; Ishihara, K. Chem. Sci. 2018, 9, 6361–6367.
50 50. For a review on combined acid catalysis for asymmetric synthesis, see: Yamamoto, H.; Futatsugi, K. Angew. Chem. Int. Ed. 2005, 44, 1924–1942.
51 51. Miyagawa, M.; Yoshida, M.; Kiyota, Y.; Akiyama, T. Chem. Eur. J. 2019, 25, 5677–5681.
52 52. For a review on organocatalytic enantioselective Friedel‐Crafts alkylation reactions of pyrroles, see: Gaviña, D.; Escolano, M.; Torres, J.; Alzuet‐Piña, G.; Sánchez‐Roselló, M.; del Pozo, C. Adv. Synth. Catal. 2021, 363, 3439–3470.
53 53. Uchikura, T.; Suzuki, R.; Suda, Y.; Akiyama, T. ChemCatChem 2020, 12, 4784–4787.
54 54. Yonesaki, R.; Kondo, Y.; Akkad, W.; Sawa, M.; Morisaki, K.; Morimoto, H.; Ohshima, T. Chem. Eur. J. 2018, 24, 15211–15214.
55 55. (a) Mori, K.; Ehara, K.; Kurihara, K.; Akiyama, T. J. Am. Chem. Soc. 2011, 133, 6166–6169. (b) See also, Mori, K.; Isogai, R.; Kamei, Y.; Yamanaka, M.; Akiyama, T. J. Am. Chem. Soc. 2018, 140, 6203–6207.
56 56. Lee, S.; Kim, S. Tetrahedron 2009, 50, 3345–3348.
57 57. Prévost, S.; Dupré, N.; Leutzsch, M.; Wang, Q.; Wakchaure, V.; List, B. Angew. Chem. Int. Ed. 2014, 53, 8770–8773.
58 58. Liu, L.; Kaib, P. S. J.; Tap, A.; List, B. J. Am. Chem. Soc. 2016, 138, 10822–10825.
59 59. Liu, L.; Leutzsch, M.; Zheng, Y.; Alachraf, M. W.; Thiel, W.; List, B. J. Am. Chem. Soc. 2015, 137, 13268–13271.
60 60. Rueping, M.; Theissmann, T.; Kuenkel, A.; Koenigs, R. M. Angew. Chem. Int. Ed. 2008, 47, 6798–6801.
61 61. Kikuchi, J.; Aramaki, H.; Okamoto, H.; Terada, M. Chem. Sci. 2019, 10, 1426–1433.
62 62. Jain, P.; Antilla, J. C. J. Am. Chem. Soc. 2010, 132, 11884–11886.
63 63. Jain, P.; Wang, H.; Houk, K. N.; Antilla, J. C. Angew. Chem. Int. Ed. 2012, 51, 1391–1394.
64 64. Grayson, M. N.; Pellegrinet, S. C.; Goodman, J. M. J. Am. Chem. Soc. 2012, 134, 2716–2722.
65 65. Wang, H.; Jain, P.; Antilla, J. C.; Houk, K. N. J. Org. Chem. 2013, 78, 1208–1215.
66 66. Barrio, P.; Rodríguez, E.; Saito, K.; Fustero, S.; Akiyama, T. Chem. Commun. 2015, 51, 5246–5249.
67 67. Gao, S.; Duan, M.; Houk, K.; Chen, M. Angew. Chem. Int. Ed. 2020, 59, 10540–10548.
68 68. (a) Wang, M.; Khan, S.; Miliordos, E.; Chen, M. Adv. Synth. Catal. 2019, 360, 4634–4639. (b) Liu, J.; Chen, M. Org. Lett. 2020, 22, 8967–8972.
69 69. Miura, T.; Nakahashi, J.; Murakami, M. Angew. Chem. Int. Ed. 2017, 56, 6989–6993.
70 70. Miura, T.; Nakahashi, J.; Zhou, W.; Shiratori, Y.; Stewart, S. G.; Murakami, M. J. Am. Chem. Soc. 2017, 139, 10903–10908.
71 71. Mahlau, M.; García‐García, P.; List, B. Chem. Eur. J. 2012, 18, 16283–16287.
72 72. Kaib, P. S. J.; Schreyer, L.; Lee, S.; Properzi, R.; List, B. Angew. Chem. Int. Ed. 2016, 55, 13200–13203.
73 73. Bae, H. Y.; Höfler, D.; Kaib, P. S. J.; Kasaplar, P.; De, C. K.; Döhring, A.; Lee, S.; Kaupmees, K.; Leito, I.; List, B. Nat. Chem. 2018, 10, 888–894.
74 74. Lee, D. S.; Bae, H. Y.; List, B. Angew. Chem. Int. Ed. 2018, 57, 12162–12166.
75 75. Min, D. C.; Lin, Y.; Seidel, D. Angew. Chem. Int. Ed. 2017, 56, 15353–15357.
76 76. Rajkumar, S.; Tang, M.; Yang, X. Angew. Chem. Int. Ed. 2020, 59, 2333–2337
77 77. Das, S.; Liu, L.; Zheng, Y.; Alachraf, M. W.; Thiel, W.; De, C. K.; List, B. J. Am. Chem. Soc. 2016, 138, 9429–9432.
78 78. Maskeri, M. A.; O'Connor, M. J.; Jaworski, A. A.; Davies, A. V.; Scheidt, K. A. Angew. Chem. Int. Ed. 2018, 57, 17225–17229.
79 79. Zhao, C.; Chen, S. B.; Seidel, D. J. Am. Chem. Soc. 2016, 138, 9053–9056.
80 80. Zhu, Z.; Odagi, M.; Zhao, C.; Abboud, K. A.; Kirm, H. U.; Saame, J.; Lõkov, M.; Leito, I.; Seidel, D. Angew. Chem. Int. Ed. 2020, 59, 2028–2032.
81 81. For a review on enantioselective cycloaddition reaction catalyzed by chiral phosphoric acids, see: Held, F. E.; Grau, D.; Tsogoeva, S. B. Molecules 2015, 20, 16103–16126.
82 82.