Citation: Ming Bao, Su Zhou, Wenhao Hu, Xinfang Xu. Recent advances in gold-complex and chiral organocatalyst cooperative catalysis for asymmetric alkyne functionalization[J]. Chinese Chemical Letters, ;2022, 33(12): 4969-4979. doi: 10.1016/j.cclet.2022.04.050 shu

Recent advances in gold-complex and chiral organocatalyst cooperative catalysis for asymmetric alkyne functionalization

Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China

xuxinfang@mail.sysu.edu.cn

Received Date: 26 January 2022
Revised Date: 13 April 2022
Accepted Date: 18 April 2022
Available Online: 23 April 2022

Figures(39)

Homogeneous gold catalysis has demonstrated the preponderant capability of realizing a broad range of synthetically versatile alkyne functionalization over the last two decades. Though catalytic asymmetric alkyne transformation has focused on the principle of using gold catalysts either associated with chiral phosphine ligand or combined with chiral counterion, a variety of breakthroughs have been reported with the application of gold-complex and chiral organocatalyst cooperative catalysis strategy, which could enable the challenging transformations that cannot be realized by mono-catalysis with excellent stereoselectivity. This review will cover two general protocols in this field, including relay catalysis and synergistic catalysis, with emphasis on the detailed cooperative catalysts models to illustrate the roles of the two catalysts and highlight the potential synthetic opportunities offered by asymmetric cooperative catalysis.
- Gold catalysis,
- Chiral organocatalyst catalysis,
- Relay catalysis,
- Synergistic catalysis,
- Asymmetric alkyne functionalization
1. [1]
  A.S.K. Hashmi, M. Rudolpha, Chem. Soc. Rev. 37 (2008) 1766–1775. doi: 10.1039/b615629k
2. [2]
  Z. Li, C. Brouwer, C. He, Chem. Rev. 108 (2008) 3239–3265. doi: 10.1021/cr068434l
3. [3]
  R.K. Shiroodi, V. Gevorgyan, Chem. Soc. Rev. 42 (2013) 4991–5001. doi: 10.1039/c3cs35514d
4. [4]
  A. Fürstner, Acc. Chem. Res. 47 (2014) 925–938. doi: 10.1021/ar4001789
5. [5]
  R. Dorel, A.M. Echavarren, Chem. Rev. 115 (2015) 9028–9072. doi: 10.1021/cr500691k
6. [6]
  L. Ye, X. Zhu, R. Sahani, et al., Chem. Rev. 121 (2021) 9039–9112. doi: 10.1021/acs.chemrev.0c00348
7. [7]
  D. Campeau, D. León Rayo, A. Mansour, K. Muratov, F. Gagosz, Chem. Rev. 121 (2021) 8756–8867. doi: 10.1021/acs.chemrev.0c00788
8. [8]
  D. Li, W. Zang, M.J. Bird, C. Hyland, M. Shi, Chem. Rev. 121 (2021) 8685–8755. doi: 10.1021/acs.chemrev.0c00624
9. [9]
  R. Reyes, T. Iwai, M. Sawamura, Chem. Rev. 121 (2021) 8926–8947. doi: 10.1021/acs.chemrev.0c00793
10. [10]
  E. Jiménez-Núñez, A.M. Echavarren, Chem. Rev. 108 (2008) 3326–3350. doi: 10.1021/cr0684319
11. [11]
  A. Arcadi, Chem. Rev. 108 (2008) 3266–3325. doi: 10.1021/cr068435d
12. [12]
  A.M. Asiria, A.S.K. Hashmi, Chem. Soc. Rev. 45 (2016) 4471–4503. doi: 10.1039/C6CS00023A
13. [13]
  D. Day, P. Chan, Adv. Synth. Catal. 358 (2016) 1368–1384. doi: 10.1002/adsc.201600005
14. [14]
  F. Hong, L. Y, Acc. Chem. Res. 53 (2020) 2003–2019. doi: 10.1021/acs.accounts.0c00417
15. [15]
  Z. Zheng, X. Ma, X. Cheng, et al., Chem. Rev. 121 (2021) 8979–9038. doi: 10.1021/acs.chemrev.0c00774
16. [16]
  S. Zheng, C.M. Schienebeck, W. Zhang, H. Wang, W. Tang, Asian J. Org. Chem. 3 (2014) 366–376. doi: 10.1002/ajoc.201400030
17. [17]
  D.V. Patil, S. Shin, Asian J. Org. Chem. 8 (2019) 63–73. doi: 10.1002/ajoc.201800632
18. [18]
  S. Witzel, A.S.K. Hashmi, J. Xie, Chem. Rev. 121 (2021) 8868–8925. doi: 10.1021/acs.chemrev.0c00841
19. [19]
  Y. Zhang, Y. Chen, J. Liu, et al., Nat. Chem. 13 (2021) 1093–1100. doi: 10.1038/s41557-021-00778-z
20. [20]
  Y. Wang, A.D. Lackner, F.D. Toste, Acc. Chem. Res. 47 (2014) 889–901. doi: 10.1021/ar400188g
21. [21]
  C.C. Lynch, A. Sripada, C. Wolf, Chem. Soc. Rev. 49 (2020) 8543–8583. doi: 10.1039/d0cs00769b
22. [22]
  A. Fürstner, Acc. Chem. Res. 54 (2021) 861–874. doi: 10.1021/acs.accounts.0c00759
23. [23]
  R. Dorel, A.M. Echavarren, Acc. Chem. Res. 52 (2019) 1812–1823. doi: 10.1021/acs.accounts.9b00227
24. [24]
  W.E. Brenzovich, Angew. Chem. Int. Ed. 51 (2012) 8933–8935. doi: 10.1002/anie.201204598
25. [25]
  Y. Ito, M. Sawamura, T. Hayashi, J. Am. Chem. Soc. 108 (1986) 6405–6406. doi: 10.1021/ja00280a056
26. [26]
  R.A. Widenhoefer, Chem. Commun. 14 (2008) 5382–5391. doi: 10.1002/chem.200800219
27. [27]
  W. Zi, F.D. Toste, Chem. Soc. Rev. 45 (2016) 4567–4589. doi: 10.1039/C5CS00929D
28. [28]
  Y. Li, W. Li, J. Zhang, Chem. Eur. J. 23 (2016) 467–512.
29. [29]
  X. Cheng, L. Zhang, CCS Chem. 2 (2020) 1989–2002.
30. [30]
  J. Jiang, M. Wong, Chem Asian J. 16 (2021) 364–377. doi: 10.1002/asia.202001375
31. [31]
  S. Mayer, B. List, Angew. Chem. Int. Ed. 45 (2006) 4193–4195. doi: 10.1002/anie.200600512
32. [32]
  M. Rueping, A.P. Antonchick, C. Brickmann, Angew. Chem. Int. Ed. 46 (2007) 6903–6906. doi: 10.1002/anie.200702439
33. [33]
  G.L. Hamilton, E.J. Kang, M. Mba, F.D. Toste, Science 317 (2007) 496–499. doi: 10.1126/science.1145229
34. [34]
  R.L. LaLonde, Z.J. Wang, M. Mba, A.D. Lackner, F.D. Toste, Angew. Chem. Int. Ed. 49 (2010) 598–601. doi: 10.1002/anie.200905000
35. [35]
  M.E. Muratore, C.A. Holloway, A.W. Pilling, et al., J. Am. Chem. Soc. 131 (2009) 10796–10797. doi: 10.1021/ja9024885
36. [36]
  Z. Han, H. Xiao, X. Chen, L. Gong, J. Am. Chem. Soc. 131 (2009) 9182–9183. doi: 10.1021/ja903547q
37. [37]
  X. Tu, L. Gong, Angew. Chem. Int. Ed. 51 (2012) 11346–11349. doi: 10.1002/anie.201204179
38. [38]
  K. Aikawa, M. Kojima, K. Mikami, Angew. Chem. Int. Ed. 48 (2009) 6073–6077. doi: 10.1002/anie.200902084
39. [39]
  X. Liu, Y. Xiao, F. Siu, et al., Org. Biomol. Chem. 10 (2012) 7208–7219. doi: 10.1039/c2ob25753j
40. [40]
  M. Raducan, M. Moreno, C. Bours, A.M. Echavarren, Chem. Commun. 48 (2012) 52–54. doi: 10.1039/C1CC15739F
41. [41]
  A.K. Mourad, J. Leutzow, C. Czekelius, Angew. Chem. Int. Ed. 51 (2012) 11149–11152. doi: 10.1002/anie.201205416
42. [42]
  R. Quach, D.P. Furkert, M.A. Brimble, Tetrahedron Lett. 54 (2013) 5865–5868. doi: 10.1016/j.tetlet.2013.08.077
43. [43]
  L. Cala, A. Mendoza, F.J. Fañanás, F. Rodríguez, Chem. Commun. 48 (2013) 2715–2717. doi: 10.1039/c3cc00118k
44. [44]
  A.S.K. Hashmi, C. Hubbert, Angew. Chem. Int. Ed. 49 (2010) 1010–1012. doi: 10.1002/anie.200906609
45. [45]
  C. Loh, D. Enders, Chem. Eur. J. 18 (2012) 10212–10225. doi: 10.1002/chem.201200287
46. [46]
  S. Inamdar, A. Konala, N.T. Patil, Chem. Commun. 50 (2014) 15124–15135. doi: 10.1039/C4CC04633A
47. [47]
  Z. Zhang, V. Smal, P. Retailleau, et al., J. Am. Chem. Soc. 142 (2020) 3797–3805. doi: 10.1021/jacs.9b11154
48. [48]
  Y. Yu, Z. Zhang, A. Voituriez, et al., Chem. Commun. 57 (2021) 10779–10782. doi: 10.1039/d1cc04088j
49. [49]
  A.E. Allen, D.W.C. MacMillan, Chem. Sci. 3 (2012) 633–658. doi: 10.1039/c2sc00907b
50. [50]
  Z. Du, Z. Shao, Chem. Soc. Rev. 42 (2013) 1337–1378. doi: 10.1039/C2CS35258C
51. [51]
  D. Chen, Z. Han, X. Zhou, L. Gong, Acc. Chem. Res. 47 (2014) 2365–2377. doi: 10.1021/ar500101a
52. [52]
  D. Parmar, E. Sugiono, S. Raja, M. Rueping, Chem. Rev. 114 (2014) 9047–9153. doi: 10.1021/cr5001496
53. [53]
  S.M. Inamdar, V.S. Shinde, N.T. Patil, Org. Biomol. Chem. 13 (2015) 8116–8162. doi: 10.1039/C5OB00986C
54. [54]
  S. Afewerki, A. Córdova, Chem. Rev. 116 (2016) 13512–13570. doi: 10.1021/acs.chemrev.6b00226
55. [55]
  M.H. Wang, K.A. Scheidt, Angew. Chem. Int. Ed. 55 (2016) 14912–14922. doi: 10.1002/anie.201605319
56. [56]
  Z. Cheng, J. Guo, Z. Lu, Chem. Commun. 56 (2020) 2229–2239. doi: 10.1039/d0cc00068j
57. [57]
  A.S.K. Hashmi, P. Haufe, C. Schmid, A.R. Nass, W. Frey, Chem. Eur. J. 12 (2006) 5376–5382. doi: 10.1002/chem.200600192
58. [58]
  J. Li, L. Lin, B. Hu, et al., Angew. Chem. Int. Ed. 55 (2016) 6075–6078. doi: 10.1002/anie.201601701
59. [59]
  B. Hu, J. Li, W. Cao, et al., Adv. Synth. Catal. 360 (2018) 2831–2835. doi: 10.1002/adsc.201800576
60. [60]
  J. Li, L. Lin, B. Hu, et al., Angew. Chem. Int. Ed. 56 (2017) 885–888. doi: 10.1002/anie.201611214
61. [61]
  X. Hu, X. Tang, X. Zhang, L. Lin, X. Feng, Nat. Commun. (2021) 3012.
62. [62]
  J. Gong, Q. Wan, Q. Kang, Adv. Synth. Catal. 360 (2018) 4031–4036. doi: 10.1002/adsc.201800492
63. [63]
  H. Wang, T. Zeng, W. Chang, L. Liu, J. Li, Org. Lett. 23 (2021) 3573–3577. doi: 10.1021/acs.orglett.1c00976
64. [64]
  X. Liu, C, Che, Org. Lett. 11 (2009) 4204–4207. doi: 10.1021/ol901443b
65. [65]
  X. Liu, Y. Xiao, F. Siu, et al., Org. Biomol. Chem. 10 (2012) 7208–7219. doi: 10.1039/c2ob25753j
66. [66]
  Z. Han, H. Xiao, X. Chen, L. Gong, J. Am. Chem. Soc. 131 (2009) 9182–9183. doi: 10.1021/ja903547q
67. [67]
  N.T. Patil, V.S. Raut, R.B. Tella, Chem. Commun. 49 (2013) 570–572. doi: 10.1039/C2CC37623G
68. [68]
  S. Zhou, K. Junge, M. Beller, Chem. Eur. J. 18 (2012) 9005–9010. doi: 10.1002/chem.201200109
69. [69]
  M.E. Muratore, C.A. Holloway, A.W. Pilling, et al., J. Am. Chem. Soc. 131 (2009) 10796–10797. doi: 10.1021/ja9024885
70. [70]
  A.W. Gregory, P. Jakubec, P. Turner, D.J. Dixon, Org. Lett. 15 (2013) 4330–4333. doi: 10.1021/ol401784h
71. [71]
  V.S. Shinde, M.V. Mane, K. Vanka, A. Mallick, N.T. Patil, Chem. Eur. J. 21 (2015) 975–979. doi: 10.1002/chem.201405061
72. [72]
  A.A. Rexit, M. Mailikezati, Tetrahedron Lett. 56 (2015) 2651–2655. doi: 10.1016/j.tetlet.2015.03.007
73. [73]
  R. Liu, S. Ye, C. Lu, et al., Angew. Chem. Int. Ed. 54 (2015) 11205–11208. doi: 10.1002/anie.201504697
74. [74]
  P. Wang, K. Li, X. Zhou, et al., Chem. Eur. J. 19 (2013) 6234–6238. doi: 10.1002/chem.201300702
75. [75]
  X. Wu, M. Li, P. Wang, J. Org. Chem. 79 (2014) 419–425. doi: 10.1021/jo4024232
76. [76]
  F. Zhao, N. Li, Y. Zhu, Z. Han, Org. Lett. 18 (2016) 1506–1509. doi: 10.1021/acs.orglett.6b00012
77. [77]
  Z. Han, D. Chen, Y. Wang, et al., J. Am. Chem. Soc. 134 (2012) 6532–6535. doi: 10.1021/ja3007148
78. [78]
  H. Wu, Y. He, L. Gong, Org. Lett. 15 (2013) 460–463. doi: 10.1021/ol303188u
79. [79]
  J. Calleja, A.B. González-Pérez, Á. R. Lera, et al., Chem. Sci. 5 (2014) 996–1007. doi: 10.1039/C3SC52891J
80. [80]
  C. He, J. Cai, Y. Zheng, et al., ACS Omega 4 (2019) 15754–15763. doi: 10.1021/acsomega.9b02693
81. [81]
  Y. He, H. Wu, D. Chen, J. Yu, L. Gong, Chem. Eur. J. 19 (2013) 5232–5237. doi: 10.1002/chem.201300052
82. [82]
  Z. Cao, J. Zhou, Org. Chem. Front. 2 (2015) 849–858. doi: 10.1039/C5QO00092K
83. [83]
  B. Trost, M. Brennan, Synthesis (Mass) 18 (2009) 3003–3025. doi: 10.1055/s-0029-1216975
84. [84]
  G. Singh, Z. Desta, Chem. Rev. 112 (2012) 6104–6155. doi: 10.1021/cr300135y
85. [85]
  L. Hong, R. Wang, Adv. Synth. Catal. 355 (2013) 1023–1052. doi: 10.1002/adsc.201200808
86. [86]
  X. Lv, S. Liu, S. Zhou, et al., CCS Chem. 2 (2020) 1903–1912.
87. [87]
  C. Wang, Z. Han, H. Luo, L. Gong, Org. Lett. 12 (2010) 2266–2269. doi: 10.1021/ol1006086
88. [88]
  D.M. Barber, H.J. Sanganee, D.J. Dixon, Org. Lett. 14 (2012) 5290–5293. doi: 10.1021/ol302459c
89. [89]
  X. Chen, H. Chen, X. Ji, et al., Org. lett. 15 (2013) 1846–1849. doi: 10.1021/ol4004542
90. [90]
  W. Guo, L. Li, Q. Ding, et al., ACS Catal. 8 (2018) 10180–10189. doi: 10.1021/acscatal.8b02157
91. [91]
  S. Belot, K.A. Vogt, C. Besnard, N. Krause, A. Alexakis, Angew. Chem. Int. Ed. 48 (2009) 8923–8926. doi: 10.1002/anie.200903905
92. [92]
  C.C.J. Loh, J. Badorrek, G. Raabe, D. Enders, Chem. Eur. J. 17 (2011) 13409–13414. doi: 10.1002/chem.201102793
93. [93]
  D. Hack, C. Loh, J.M. Hartmann, G. Raabe, D. Enders, Chem. Eur. J. 20 (2014) 3917–3921. doi: 10.1002/chem.201400407
94. [94]
  X. Wu, M. Li, D. Chen, S. Chen, J. Org. Chem. 79 (2014) 4743–4750. doi: 10.1021/jo5006729
95. [95]
  J. Jin, Y. Zhao, E. Sze, P. Kothandaraman, P. Chan, Adv. Synth. Catal. 360 (2018) 4744–4753. doi: 10.1002/adsc.201801178
96. [96]
  D. Qian, J. Zhang, Chem. Eur. J. 19 (2013) 6984–6988. doi: 10.1002/chem.201301208
97. [97]
  H. Wei, M. Bao, K. Dong, et al., Angew. Chem. Int. Ed. 57 (2018) 17200–17204. doi: 10.1002/anie.201812140
98. [98]
  S. Zhou, X. Xie, X. Xu, et al., Chem. Commun. 57 (2021) 12171–12174. doi: 10.1039/d1cc04830a
99. [99]
  S. Zhou, Y. Li, X. Liu, et al., J. Am. Chem. Soc. 143 (2021) 14703–14711. doi: 10.1021/jacs.1c06178
100. [100]
  X. Xu, Y. Qian, L. Yang, W. Hu, Chem. Commun. 47 (2011) 797–799. doi: 10.1039/C0CC03024D
101. [101]
  C. Yu, P. Ji, Y. Zhang, X. Meng, W. Wang, Org. Lett. 23 (2021) 7656–7660. doi: 10.1021/acs.orglett.1c02916
102. [102]
  G. Dong, M. Bao, X. Xie, et al., Angew. Chem. Int. Ed. 60 (2021) 1992–1999. doi: 10.1002/anie.202012678
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