Citation: Zhu Zhiqiang, Xiao Lijin, Xie Zongbo, Le Zhanggao. Recent Advances in the α-C(sp³)-H Bond Functionalization of Glycine Derivatives[J]. Chinese Journal of Organic Chemistry, ;2019, 39(9): 2345-2364. doi: 10.6023/cjoc201903006 shu

Recent Advances in the α-C(sp³)-H Bond Functionalization of Glycine Derivatives

State Key Laboratory of Nuclear Resources and Environment, School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013

Corresponding author: Zhu Zhiqiang, zhuzq@ecit.cn Xie Zongbo, zbxie@ecit.cn Le Zhanggao, zhgle@ecit.cn
Received Date: 3 March 2019
Revised Date: 15 April 2019
Available Online: 26 September 2019
Fund Project: the Foundation of Jiangxi Educational Committee GJJ170458the China Postdoctoral Science Foundation 2018M632595the National Natural Science Foundation of China 21602027the National Natural Science Foundation of China (Nos. 21602027, 11765002), the Foundation of Jiangxi Educational Committee (No. GJJ170458) and the China Postdoctoral Science Foundation (No. 2018M632595)the National Natural Science Foundation of China 11765002

Figures(52)

α-Amino acids are the units of proteins, which not only widely occur in many biological important compounds and natural products, but also are useful as organic catalysts or ligands for asymmetric synthesis. Among them, glycines are particularly useful building blocks in organic synthesis. Direct C(sp³)-H bond functionalization of glycine derivatives provided an attractive synthesis strategy for the construction of a variety of α-substituted α-amino acids. The recent progress in the α-C(sp³)-H bond activation of glycine derivatives, with various reagents to form carbon-carbon and carbon-heteroatom bond, and oxidative coupling/cyclization reaction involving glycine derivatives is reviewed.
- glycines,
- C-H bond,
- functionalization,
- cross-dehydrogenative-coupling,
- cascade cyclization
1. [1]
  (a) Pollegioni, L.; Servi, S. Non-natural Amino Acids: Methods and Protocols, Springer, New York, 2012.
  (b) Hughes, A. B. Amino Acids, Peptides and Proteins in Organic Chemistry, Wiley VCH, Weinheim, 2011.
2. [2]
3. [3]
  (a) Albericio, F.; Kruger, H. G. Future Med. Chem. 2012, 4, 1527.
  (b) Craik, D. J.; Fairlie, D. P.; Liras, S.; Price, D. Chem. Biol. Drug Des. 2013, 81, 136.
  (c) Kaspar, A. A.; Reichert, J. M. Drug Discovery Today 2013, 18, 807.
4. [4]
  (a) Noisier, A. F. M.; Brimble, M. A. Chem. Rev. 2014, 114, 8775.
  (b) Metz, A. M.; Kozlowski, M. C. J. Org. Chem. 2015, 80, 1.
5. [5]
  (a) Bauer, M.; Wang, W.; Lorion, M. M.; Dong, C.; Ackermann, L. Angew. Chem., Int. Ed. 2018, 57, 203.
  (b) Stepan, A. F.; White, M. C. Nature 2016, 537, 214.
  (c) Uhlig, T.; Kyprianou, T.; Martinelli, F. G.; Oppici, C. A.; Heiligers, D.; Heiligers, D.; Hills, X. R.; Calvo, P. V. Eup. Open Proteomics 2014, 4, 58.
  (d) Xiao, H.; Chatterjee, A.; Choi, S. H.; Bajjuri, K. M.; Sinha, S. C.; Schultz, P. G. Angew. Chem., Int. Ed. 2013, 52, 14080.
6. [6]
  (a) Strecker, A. Ann. Chem. Pharm. 1850, 75, 27.
  (b) Ugi, I. Angew. Chem., Int. Ed. 1962, 1, 8.
  (c) Petasis, N. A.; Zavialov, A. I. J. Am. Chem. Soc. 1997, 119, 445.
7. [7]
  (a) Bayer, A.; Kazmaier, U. J. Org. Chem. 2014, 79, 8491.
  (b) Maruoka, K.; Ooi, T. Chem. Rev. 2003, 103, 3013.
8. [8]
  (a) Brown, Jihn. M.; Cooley, Nei. A. Chem. Rev. 1988, 88, 1031.
  (b) Godula, K.; Sames, D. Science 2006, 312, 67.
  (c) Bergman, R. G. Nature 2007, 446, 391.
9. [9]
10. [10]
11. [11]
  (a) Li, Z.; Li, C. J. J. Am. Chem. Soc. 2005, 127, 3672.
  (b) Li, C. J. Acc. Chem. Res. 2009, 42, 335.
12. [12]
  (a) Zhu, Z. Q.; Bai, P.; Huang, Z. Z. Org. Lett. 2014, 16, 4881.
  (b) Salman, M.; Zhu, Z. Q.; Huang, Z. Z. Org. Lett. 2016, 18, 1526.
  (c) Zhu, Z. Q.; Xie, Z. B.; Le, Z. G. J. Org. Chem. 2016, 81, 9449.
  (d) Zhu, Z. Q.; Xie, Z. B.; Le, Z. G. Synlett. 2017, 28, 485.
  (e) Zhu, Z. Q.; Xiao L. J.; Chen, Y.; Zhu, H. B.; Xie, Z. B.; Le, Z. G. Synthesis 2018, 50, 2775.
  (f) Xiao L. J.; Zhu, Z. Q.; Guo, D.; Xie, Z. B.; Lu, Y.; Le, Z. G. Synlett 2018, 29, 1659.
  (g) Zhu, Z. Q.; Xiao L. J.; Zhou, C. C.; Song, H. L.; Xie, Z. B.; Le, Z. G. Tetrahedron Lett. 2018, 59, 3326.
  (h) Zhu, Z. Q.; Xiao L. J.; Guo, D.; Chen, X.; Ji, J. J.; Zhu, X.; Xie, Z. B.; Le, Z. G. J. Org. Chem. 2019, 84, 435.
13. [13]
  (a) Barton, D. H. R.; Beaton, J. M.; Geller, L. E.; Pechet, M. M. J. Am. Chem. Soc. 1960, 82, 2640.
  (b) Bras, J. L.; Muzart, J. Chem. Rev. 2011, 111, 1170.
  (c) Prier, C. K.; Rankic, D. A.; Mac Millan, D. W. C. Chem. Rev. 2013, 113, 5322.
14. [14]
  Luo, Y. R. Handbook of Bond Dissociation Energy in Organic Compound, CRC Press, Boca Raton, 2002.
15. [15]
  (a) Li, Z.; Bohle, D. S.; Li, C. J. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 8928.
  (b) Li, Z.; Li, C. J. J. Am. Chem. Soc. 2006, 128, 56.
16. [16]
  Zhao, L.; Li, C. J. Angew. Chem., Int. Ed. 2008, 47, 7075. doi: 10.1002/anie.200801367
17. [17]
  Luo, M. H.; Jiang, Y. Y.; Xu, K.; Liu, Y. G.; Sun, B. G.; Zeng, C. C. Beilstein J. Org. Chem. 2018, 14, 499. doi: 10.3762/bjoc.14.35
18. [18]
  Sud, A.; Sureshkumar, D.; Klussmann, M. Chem. Commun. 2009, 3169.
19. [19]
  Xie, J.; Huang, Z. Z. Angew. Chem., Int. Ed. 2010, 49, 10181. doi: 10.1002/anie.201004940
20. [20]
  Liu, P.; Wang, Z.; Lin, J.; Hu, X. Eur. J. Org. Chem. 2012, 2012, 1583. doi: 10.1002/ejoc.201101656
21. [21]
  Gao, X. W.; Meng, Q. Y.; Xiang, M.; Chen, B.; Feng, K.; Tung, C. H.; Wu, L. Z. Adv. Synth. Catal. 2013, 355, 2158. doi: 10.1002/adsc.201300311
22. [22]
  Zhang, G.; Zhang, Y.; Wang, R. Angew. Chem., Int. Ed. 2011, 50, 10429. doi: 10.1002/anie.201105123
23. [23]
  Tan, Y. Q.; Yuan, W.; Gong, L.; Meggers, E. Angew. Chem., Int. Ed. 2015, 127, 13237. doi: 10.1002/ange.201506273
24. [24]
  (a) Deng, G. J.; Zhao, L.; Li, C. J. Angew. Chem., Int. Ed. 2008, 47, 6278.
  (b) Ochiai, M.; Miyamato, K.; Kaneaki, T.; Hayashi, S.; Nakanishi, W. Science 2011, 332, 448.
  (c) Tran, B.; Li, B.; Driess, M.; Hartwig, J. F. J. Am. Chem. Soc. 2014, 136, 2555.
25. [25]
  Forkin, A. A.; Schreiner, P. R. Chem. Rev. 2002, 102, 1551. doi: 10.1021/cr000453m
26. [26]
  Wei, W. T.; Song, R. J.; Li, J. H. Adv. Synth. Catal. 2014, 356, 1703. doi: 10.1002/adsc.201301091
27. [27]
  Peng, H.; Yu, J. T.; Jiang, Y.; Yang, H.; Cheng, J. J. Org. Chem. 2014, 79, 9847. doi: 10.1021/jo5017426
28. [28]
  San Segundo, M.; Guerrero, I.; Correa, A. Org. Lett. 2017, 19, 5288. doi: 10.1021/acs.orglett.7b02567
29. [29]
  Mutra, M. R.; Dhandabani, G. K.; Wang, J. J. Adv. Synth. Catal. 2018, 360, 3960. doi: 10.1002/adsc.201800783
30. [30]
  Segundo, M. S.; Correa, A. ChemSusChem. 2018, 11, 3893. doi: 10.1002/cssc.201802216
31. [31]
  Li, K.; Tan, G.; Huang, J.; Song, F.; You, J. Angew. Chem., Int. Ed. 2013, 52, 12942. doi: 10.1002/anie.201306181
32. [32]
  Li, K.; Wu, Q.; Lan, J.; You, J. S. Nat. Chem. 2015, 6, 8404.
33. [33]
  Tan, M.; Li, K.; Yin, J.; You, J. Chem. Commun. 2018, 54, 1221. doi: 10.1039/C7CC08512E
34. [34]
  (a) Inagaki, A.; Akita, M. Coord. Chem. Rev. 2010, 254, 1220.
  (b) Narayanam, J. M.; Stephenson, C. R. Chem. Soc. Rev. 2011, 40, 102.
  (c) Shi, L.; Xia, W. Chem. Soc. Rev. 2012, 41, 7687.
  (d) Prier, C. K.; Rankic, D. A.; MacMillan, D. W. C. Chem. Rev. 2013, 113, 5322.
35. [35]
  (a) McNally, A.; Prier, C. K.; MacMillan, D. W. C. Science 2011, 334, 1114.
  (b) Petronijevic, F. R.; Nappi, M.; MacMillan, D. W. C. J. Am. Chem. Soc. 2013, 135, 18323.
  (c) Pirnot, M. T.; Rankic, D. A.; Martin, D. B.; MacMillan, D. W. C. Science 2013, 339, 1593.
36. [36]
  Xuan, J.; Zeng, T. T.; Feng, Z. J.; Deng, Q. H.; Chen, J. R.; Lu, L. Q.; Xiao, W. J.; Alper H. Angew. Chem., Int. Ed. 2015, 54, 1625. doi: 10.1002/anie.201409999
37. [37]
  Ding, W.; Lu, L. Q.; Liu, J.; Liu, D.; Song, H. T.; Xiao W. J. J. Org. Chem. 2016, 81, 7237. doi: 10.1021/acs.joc.6b01217
38. [38]
  Wang, C.; Guo, M. Z.; Qi, R. P.; Shang, Q. Y.; Liu, Q. Y.; Wang, S.; Zhao, L.; Wang, R.; Xu, Z. Q. Angew. Chem., Int. Ed. 2018, 130, 16067. doi: 10.1002/ange.201809400
39. [39]
  (a) Li, Z.; Li, C. J. J. Am. Chem. Soc. 2005, 127, 3672.
  (b) Li, Z.; Li, C. J. J. Am. Chem. Soc. 2005, 127, 6968.
  (c) Li, Z.; Li, C. J. J. Am. Chem. Soc. 2004, 126, 11810.
40. [40]
  Xie, Z.; Liu, X.; Liu, L. Org. Lett. 2016, 18, 2982. doi: 10.1021/acs.orglett.6b01328
41. [41]
  (a) Muller, J.; Saunders, J. O. F.; Salituro, G.; Travins, J. M.; Yan, S.; Zhao, F.; Su, S. M. ACS Med. Chem. Lett. 2012, 3, 850.
  (b) Zhang, L.; Wang, X.; Li, X.; Xu, W. J. Enzyme. Inhib. Med. Chem. 2014, 29, 333.
  (c) Weigel, L. F.; Nitsche, C.; Graf, D.; Bartenschlager, R.; Klein, C. D. J. Med. Chem. 2015, 58, 7719.
42. [42]
  (a) Denis, J. N.; Correa, A.; Greene, A. E. J. Org. Chem. 1991, 56, 6939.
  (b) Buyck, T.; Wang, Q.; Zhu, J. Angew. Chem., Int. Ed. 2013, 52, 12714.
43. [43]
  (a) Shirakawa, S.; Maruoka, K. Angew. Chem., Int. Ed. 2013, 52, 4312.
  (b) Hashimoto, T.; Maruoka, K. Chem. Rev. 2007, 107, 5656.
44. [44]
  Zhao, L.; Baslé, O.; Li, C. J. Proc. Natl. Acd. Sci. U. S. A. 2009, 106, 4106. doi: 10.1073/pnas.0809052106
45. [45]
  Zhu, S. Q.; Rueping, M. Chem. Commun. 2012, 48, 11960. doi: 10.1039/c2cc36995h
46. [46]
  Wang, Z. Q.; Hu, M.; Huang, X. C.; Gong, L. B.; Xie, Y. X.; Li, J. H. J. Org. Chem. 2012, 77, 8705. doi: 10.1021/jo301691h
47. [47]
  Huo, C.; Wang, C.; Wu, M.; Jia, X.; Xie, H.; Yuan, Y. Adv. Synth. Catal. 2014, 356, 411. doi: 10.1002/adsc.201300535
48. [48]
  Huo, C.; Yuan, Y.; Wu, M.; Jia, X.; Wang, X.; Chen, F.; Tang, J. Angew. Chem. 2014, 53, 13544. doi: 10.1002/anie.201406905
49. [49]
  Gao, X. W.; Meng, Q. Y.; Li, J. X.; Zhong, J. J.; Lei, T.; Li, X. B.; Tung, C. H.; Wu, L. Z. ACS Catal. 2015, 5, 2391. doi: 10.1021/acscatal.5b00093
50. [50]
  Zhang, Y.; Ni, M. J.; Feng, B. N. Org. Biomol. Chem. 2016, 14, 1550. doi: 10.1039/C5OB02325D
51. [51]
  Wu, J. C.; Song, R. J.; Wang, Z. Q.; Huang, X. C.; Xie, Y. X.; Li, J. H. Angew. Chem., Int. Ed. 2012, 51, 3453. doi: 10.1002/anie.201109027
52. [52]
  Huo, C.; Wang, C.; Sun, C.; Jia, X.; Wang, X.; Chang, W.; Wu, M. Adv. Synth. Catal. 2013, 355, 1911. doi: 10.1002/adsc.201300276
53. [53]
  Li, S. L.; Yang, X. R.; Wang, Y. W.; Zhou, H.; Zhang, B. Y.; Huang, G. X.; Zhang, Y.; Li Y. Adv. Synth. Catal. 2018, 360, 4452. doi: 10.1002/adsc.201801018
54. [54]
  Zhou, J. L.; Liu, J. C.; Chen, Q. Y. Chin. J. Org. Chem. 2009, 29, 1708 (in Chinese).
55. [55]
  Jin, C. A.; Xu, Q.; Feng, G. F.; Jin, Y.; Zhang, L. Y. Chin. J. Org. Chem. 2018, 38, 775 (in Chinese).
56. [56]
  Jiao, J.; Zhang, J. R.; Liao, Y. Y.; Xu, L.; Hu, M.; Tang, R. Y. RSC Adv. 2017, 7, 30152. doi: 10.1039/C7RA05303G
57. [57]
  Ramana, D. V.; Chowhan, L. R.; Chandrasekharam, M. ChemistrySelect 2017, 2, 2241. doi: 10.1002/slct.201700330
58. [58]
  Wei, Y. Y.; Wang, J.; Wang, Y. J.; Yao, X. Q.; Yang, C. X.; Huo, C. Org. Biomol. Chem. 2018, 16, 4985. doi: 10.1039/C8OB01068D
59. [59]
  Gao, Y. Z.; Tang, G.; Zhao, Y. F. Chin. J. Org. Chem. 2018, 38, 62 (in Chinese).
60. [60]
  Baslé, O.; Li, C. J. Chem. Commun. 2009, 4124.
61. [61]
  Yang, B.; Yang, T. T.; Li, X. A.; Wang, J. J.; Yang, S. D. Org. Lett. 2013, 15, 5024. doi: 10.1021/ol402355a
62. [62]
  Zhi, H.; Ung, S. P. M.; Liu, Y.; Zhao, L.; Li, C. J. Adv. Synth. Catal. 2016, 358, 2553. doi: 10.1002/adsc.201600539
63. [63]
  Jia, X.; Liu, X.; Shao, Y.; Yuan, Y.; Zhu, Y.; Hou, W.; Zhang, X. Adv. Synth. Catal. 2017, 359, 4399. doi: 10.1002/adsc.201700850
64. [64]
  Liu, X. X.; Wu, Z. Y.; He, Y. Q.; Zhou, X. Q.; Hu, T.; Ma, C. W.; Huang, G. S. Adv. Synth. Catal. 2016, 358, 2385. doi: 10.1002/adsc.201600132
65. [65]
  Chen, C.; Zhu, M. H.; Jiang, L. H.; Zeng, Z. B.; Yi, N. N.; Xiang, J. N. Org. Biomol. Chem. 2017, 15, 8134. doi: 10.1039/C7OB02012K
66. [66]
  Daggupati, R.; Malapak, C. Org. Chem. Front. 2018, 5, 788. doi: 10.1039/C7QO00851A
67. [67]
  Liu, X.; Pu, J.; Luo, X.; Cui, X.; Wu, Z.; Huang, G. Org. Chem. Front. 2018, 5, 361. doi: 10.1039/C7QO00830A
68. [68]
  (a) Povarov, L. S.; Mikhailov, B. M. Izv. Akad. Nauk SSSR, Otd. Khim. Nauk 1963, 953.
  (b) Povarov, L. S.; Grigos, V. I.; Mikhailov, B. M. Izv. Akad. Nauk SSSR, Otd. Khim. Nauk 1963, 2039.
69. [69]
  Richter, H.; García Manche o, O. Org. Lett. 2011, 13, 6066. doi: 10.1021/ol202552y
70. [70]
  Liu, P.; Wang, Z.; Lin, J.; Hu, X. Eur. J. Org. Chem. 2012, 1583.
71. [71]
  Rohlmann, R.; Stopka, T.; Richter, H.; Manche o, O. J. Org. Chem. 2013, 78, 6050. doi: 10.1021/jo4007199
72. [72]
  Jia, X.; Peng, F.; Qing, C.; Huo, C.; Wang, X. Org. Lett. 2012, 14, 4030. doi: 10.1021/ol301909g
73. [73]
  Jia, X.; Huo, W.; Shao, Y.; Yuan, Y.; Chen, Q.; Li, P.; Liu, X.; Ji, H. Chem.-Eur. J. 2017, 23, 12980. doi: 10.1002/chem.201702497
74. [74]
  Jia, X. D.; Wang, Y.; Peng, F.; Huo, C.; Yu, L.; Liu, J.; Wang, X. Adv. Synth. Catal. 2014, 356, 1210. doi: 10.1002/adsc.201300810
75. [75]
  (a) Bolm, C.; Legros, J.; Le Paih, J. L.; Zani, L. Chem. Rev. 2004, 104, 6217.
  (b) Bauer, I.; Knölker, H. J. Chem. Rev. 2015, 115, 3170.
76. [76]
  Li, Z.; Cao, L.; Li, C. J. Angew. Chem., Int. Ed. 2007, 46, 6505. doi: 10.1002/anie.200701782
77. [77]
  Huo, C.; Chen, F.; Yuan, Y.; Xie, H.; Wang, Y. Org. Lett. 2015, 17, 5028. doi: 10.1021/acs.orglett.5b02504
78. [78]
  Huo, C.; Yuan, Y.; Chen, F.; Wang, Y. Adv. Synth. Catal. 2015, 357, 3648. doi: 10.1002/adsc.201500513
79. [79]
  Huo, C.; Xie, H.; Chen, F.; Tang, J.; Wang, Y. Adv. Synth. Catal. 2016, 358, 724. doi: 10.1002/adsc.201500893
80. [80]
  Wei, W. T.; Li, H. B.; Song, R. J.; Li, J. H. Chem. Commun. 2015, 51, 11325. doi: 10.1039/C5CC03468J
81. [81]
  (a) Jia, X.; Wang, Y.; Peng, F.; Huo, C.; Yu, L.; Liu, J.; Wang, X. J. Org. Chem. 2013, 78, 9450.
  (b) Wang, Y.; Peng, F.; Liu, J.; Huo, C.; Wang, X.; Jia, X. J. Org. Chem. 2015, 80, 609.
  (c) Liu, J.; Wang, Y.; Yu, L.; Huo, C.; Wang, X.; Jia, X. Adv. Synth. Catal. 2014, 356, 3214.
  (d) Liu, G.; Quian, J.; Hua, J.; Cai, F.; Li, X.; Liu, L. Org. Biomol. Chem. 2016, 14, 1147.
  (e) Xie, Z.; Jia, J.; Liu, X.; Liu, L. Adv. Synth. Catal. 2016, 358, 919.
  (e) Ni, M.; Zhang, Y.; Gong, T.; Feng, B. Adv. Synth. Catal. 2017, 359, 824.
  (f) Yang, X.; Li, L.; Li, Y.; Zhang, Y. J. Org. Chem. 2016, 81, 12433.
  (g) Liu, X.; Shao, Y.; Li, P.; Ji, H.; Yuan, Y.; Jia, X. Tetrahedron Lett. 2018, 59, 637.
  (h) Meng, Q. Y.; Gao, X. W.; Lei, T.; Liu, Z.; Zhan, F.; Li, Z. J.; Zhong, J. J.; Xiao, H.; Feng, K.; Chen, B.; Tao, Y.; Tung, C. H.; Wu, L. Z. Sci. Adv. 2017, 3, e1700666.
82. [82]
  Deng, Q. H.; Zou, Y. Q.; Lu, L. Q.; Tang, Z. L.; Chen, J. R.; Xiao, W. J. Chem.-Asian J. 2014, 9, 2432. doi: 10.1002/asia.201402443
83. [83]
  Li, Y. J.; Li, X.; Zhang, S. X.; Zhao, Y. L.; Liu, Q. Chem. Commun. 2015, 51, 11565.
84. [84]
  Huo, C.; Yuan, Y.; Chen, F.; Tang, J.; Wang, Y. Org. Lett. 2015, 17, 4208. doi: 10.1021/acs.orglett.5b01985
85. [85]
  Xie, J.; Huang, Y.; Song, H.; Liu, Y.; Wang, Q. Org. Lett. 2017, 19, 6056. doi: 10.1021/acs.orglett.7b02767
86. [86]
  Li, H.; Huang, S.; Wang, Y.; Huo, C. Org. Lett. 2018, 20, 92. doi: 10.1021/acs.orglett.7b03448
87. [87]
  Tang, L.; Li, X. M.; Matuska, J. H.; He, Y. H.; Guan, Z. Org. Lett. 2018, 20, 5618. doi: 10.1021/acs.orglett.8b02303
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13. [13]
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14. [14]
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15. [15]
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16. [16]
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17. [17]
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18. [18]
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19. [19]
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20. [20]
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Recent Advances in the α-C(sp3)-H Bond Functionalization of Glycine Derivatives

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Recent Advances in the α-C(sp³)-H Bond Functionalization of Glycine Derivatives