Citation: Song Wuqiong, Cai Juntao, Zou Xiaopeng, Wang Xiaoli, Hu Jing, Yin Jian. Applications of controlled inversion strategies in carbohydrate synthesis[J]. Chinese Chemical Letters, ;2018, 29(1): 27-34. doi: 10.1016/j.cclet.2017.09.061 shu

Applications of controlled inversion strategies in carbohydrate synthesis

Song Wuqiong ^a ,
Cai Juntao ^a ,
Zou Xiaopeng ^a ,
Wang Xiaoli ^a ,
Hu Jing ^b,, ,
Yin Jian ^a,,

a.
Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, China
b.
Wuxi School of Medicine, Jiangnan University, Wuxi 214122, China

Corresponding author: Hu Jing, Yin Jian,
Received Date: 30 June 2017
Revised Date: 26 September 2017
Accepted Date: 29 September 2017
Available Online: 4 January 2018

Figures(6)

Carbohydrates play critical roles in mediating many biological processes, such as cell growth, migration, cell-cell adhesion, fertilization, signal transduction and immune response. The increasing demands for the study of these molecules greatly facilitate the development of carbohydrate synthesis. Inversion strategies via sulfonyl groups, selective reductions, etc. have been used to synthesize corresponding inverted configurations. This review focuses on the mechanisms of these inversion methods and their applications in constructing amino sugars, rare sugars and β-configurations in glycosylations.
- Inversion strategy,
- S_N2 displacement,
- Stereoselective reduction,
- Epimerase
1. [1]
  A. Varki, Glycobiology 3(1993) 97-130. doi: 10.1093/glycob/3.2.97
2. [2]
  J.B. Lowe, J.D. Marth, Annu. Rev. Biochem. 72(2003) 643-691. doi: 10.1146/annurev.biochem.72.121801.161809
3. [3]
  M. Trent, C.M. Stead, A.X. Tran, et al., J. Endotoxin. Res. 12(2006) 205-223.
4. [4]
  H. Sahly, Y. Keisari, E.C. Crouch, et al., Infect. Immun. 76(2008) 1322-1332. doi: 10.1128/IAI.00910-07
5. [5]
  C. Weidenmaier, A. Peschel, Nat. Rev. Microbiol. 6(2008) 276-287. doi: 10.1038/nrmicro1861
6. [6]
  F. Broecker, J. Hanske, C.E. Martin, et al., Nat. Commun. 7(2016) 11224. doi: 10.1038/ncomms11224
7. [7]
  H. Liu, D.J. Irvine, Bioconjugate Chem. 26(2015) 791-801. doi: 10.1021/acs.bioconjchem.5b00103
8. [8]
  T.J. Boltje, T. Buskas, G. Boons, Nat. Chem. 1(2009) 611-622. doi: 10.1038/nchem.399
9. [9]
  R.M.F.V. Der Put, T.H. Kim, C. Guerreiro, et al., Bioconjugate Chem. 27(2016) 883-892. doi: 10.1021/acs.bioconjchem.5b00617
10. [10]
  M.A. Monteiro, Z. Ma, L. Bertolo, et al., Expert. Rev. Vaccines 12(2014) 421-431.
11. [11]
  C.E. Martin, M. Weishaupt, P.H. Seeberger, Chem. Commun. 47(2011) 10260-10262. doi: 10.1039/c1cc13614c
12. [12]
  (a) H. Dong, Efficient Carbohydrate Synthesis by Controlled Inversion Strategies, Licentaite Thesis, Kungliga Tekniska högskolan (Royal Institute of Technology), 2006;
  (b) H. Dong, Efficient Carbohydrate Synthesis by Intra-and Supramolecular Control, Doctoral Thesis, Kungliga Tekniska högskolan (Royal Institute of Technology), 2008.
13. [13]
  K.J. Hale, L. Hough, S. Manaviazar, et al., Org. Lett. 16(2014) 4838-4841. doi: 10.1021/ol502193j
14. [14]
  A.C. Richardson, Carbohydr. Res. 10(1969) 395-402. doi: 10.1016/S0008-6215(00)80900-3
15. [15]
  R. Lattrell, G. Lohaus, Liebigs Ann. Chem. 1974(1974) 901-920. doi: 10.1002/(ISSN)1099-0690
16. [16]
  R. Albert, K. Dax, R.W. Link, et al., Carbohydr. Res. 118(1983) C5-C6. doi: 10.1016/0008-6215(83)88062-8
17. [17]
  H. Dong, Zhichao Pei, O. Ramström, J. Org. Chem. 71(2006) 3306-3309. doi: 10.1021/jo052662i
18. [18]
  S. Knapp, A.B. Naughton, C. Jaramillo, et al., J. Org. Chem. 57(1992) 7328-7334. doi: 10.1021/jo00052a058
19. [19]
  G. Dijkstra, W. Kruizinga, R.M. Kellogg, J. Org. Chem. 52(1987) 4230-4234. doi: 10.1021/jo00228a015
20. [20]
  M. Miljković, Nucleophilic Displacement and the Neighboring Group Participation, Carbohydrates, Springer, New York, 2010, pp. 169-190.
21. [21]
  H. Dong, M. Rahm, N. Thota, et al., Org. Biomol. Chem. 11(2013) 648-653. doi: 10.1039/C2OB26980E
22. [22]
  H. Dong, Z.C. Pei, M. Angelin, et al., J. Org. Chem. 72(2007) 3694-3701. doi: 10.1021/jo062643o
23. [23]
  Z.C. Pei, H. Dong, R. Caraballo, et al., Eur. J. Org. Chem. (2007) 4927-4934.
24. [24]
  D.S. Noyce, J.A. Virgilio, J. Org. Chem. 37(1972) 2643-2647. doi: 10.1021/jo00982a001
25. [25]
  H. Ochiai, T. Niwa, T. Hosoya, Org. Lett. 18(2016) 5982. doi: 10.1021/acs.orglett.6b02675
26. [26]
  R.W. Binkley, J. Org. Chem. 56(1991) 3892-3896. doi: 10.1021/jo00012a020
27. [27]
  D.R. Dalton, R.C.S. Jr, D.G. Jones, Tetrahedron 26(1970) 575-581. doi: 10.1016/S0040-4020(01)97850-0
28. [28]
  J. Muzart, Tetrahedron 65(2009) 8313-8323. doi: 10.1016/j.tet.2009.06.091
29. [29]
  Y. Cai, C.C. Ling, D.R. Bundle, J. Org. Chem. 74(2009) 580-589. doi: 10.1021/jo801927k
30. [30]
  G.W.J. Fleet, M.J. Gough, T.K.M. Shing, Tetrahedron Lett. 25(1984) 4029-4032. doi: 10.1016/0040-4039(84)80058-1
31. [31]
  J. Vesely, A. Rohlenova, M. Dzoganova, et al., Synthesis (2006) 699-705.
32. [32]
  A. Banerjee, S.K. Ghosh, Mol. Cell. Biochem. 253(2003) 179-190. doi: 10.1023/A:1026058311857
33. [33]
  G.A. Ellestad, D.B. Cosulich, R.W. Broschard, et al., J. Am. Chem. Soc.100(1978) 2515-2524. doi: 10.1021/ja00476a041
34. [34]
  D. Leonori, P.H. Seeberger, Org. Lett. 14(2012) 4954-4957. doi: 10.1021/ol3023227
35. [35]
  C.T. Oberg, A. Noresson, T. Delaine, et al., Carbohydr. Res. 344(2009) 1282-1284. doi: 10.1016/j.carres.2009.05.005
36. [36]
  B. Dhakal, S. Buda, D. Crich, J. Org. Chem. 81(2016) 10617-10630. doi: 10.1021/acs.joc.6b02221
37. [37]
  S.R. Sanapala, S.S. Kulkarni, J. Am. Chem. Soc. 138(2016) 4938-4947. doi: 10.1021/jacs.6b01823
38. [38]
  E.S.H.E. Ashry, N. Rashed, E.S.I. Ibrahim, Curr. Org. Synth. 37(2006) 175-213.
39. [39]
  W. Günther, H. Kunz, Carbohydr. Res. 228(1992) 217. doi: 10.1016/S0008-6215(00)90561-5
40. [40]
  M. Miljković, M. Gligorijević, D. Glisin, J. Org. Chem. 39(1974) 3223-3226. doi: 10.1021/jo00936a009
41. [41]
  M.A. Oberli, P. Bindschädler, D.B. Werz, et al., Org. Lett. 10(2008) 905-908. doi: 10.1021/ol7030262
42. [42]
  E. Danieli, D. Proietti, G. Brogioni, et al., Bioorg. Med. Chem. 20(2012) 6403-6415. doi: 10.1016/j.bmc.2012.08.048
43. [43]
  S. David, A. Malleron, C. Dini, Carbohydr. Res. 188(1989) 193-200. doi: 10.1016/0008-6215(89)84070-4
44. [44]
  K. Beerens, T. Desmet, W. Soetaert, J. Ind. Microbiol. Biotechnol. 39(2012) 823-834. doi: 10.1007/s10295-012-1089-x
45. [45]
  S.A. Longwell, D.H. Dube, Curr. Opin. Chem. Biol. 17(2013) 41. doi: 10.1016/j.cbpa.2012.12.006
46. [46]
  D.H. Dube, K. Champasa, B. Wang, Chem. Commun. 47(2011) 87. doi: 10.1039/C0CC01557A
47. [47]
  A. Adibekian, P. Stallforth, M.L. Hecht, et al., Chem. Sci. 2(2010) 337-344.
48. [48]
  L. Kenne, B. Lindberg, K. Petersson, et al., Carbohydr. Res. 78(1980) 119-126. doi: 10.1016/S0008-6215(00)83665-4
49. [49]
  H. Baumann, A.O. Tzianabos, J.R. Brisson, et al., Biochemistry 31(1992) 4081-4089. doi: 10.1021/bi00131a026
50. [50]
  A. Chaudhury, R. Ghosh, Org. Biomol. Chem. (2017) 1444-1452.
51. [51]
  M. Emmadi, S.S. Kulkarni, Nat. Prod. Rep. 31(2014) 870-879. doi: 10.1039/C4NP00003J
52. [52]
  L. Morelli, L. Poletti, L. Lay, Eur. J. Org. Chem. (2011) 5723-5777.
53. [53]
  A. Fernández-Tejada, F.J. Cañada, J. Jiménez-Barbero, Chem. Eur. J. 21(2015) 10616-10628. doi: 10.1002/chem.v21.30
54. [54]
  P.H. Seeberger, D.B. Werz, Nature 446(2007) 1046-1051. doi: 10.1038/nature05819
55. [55]
  R. Pragani, P.H. Seeberger, J. Am. Chem. Soc. 133(2011) 102-107. doi: 10.1021/ja1087375
56. [56]
  S. Matsuda, T. Yamanoi, M. Watanabe, Tetrahedron 64(2008) 8082-8088. doi: 10.1016/j.tet.2008.06.068
57. [57]
  S.Y. Luo, S.S. Kulkarni, C.H. Chou, et al., J. Org Chem. 71(2006) 1226-1229. doi: 10.1021/jo051518u
58. [58]
  W. Karpiesiuk, A. Banaszek, A. Zamojski, Carbohydr. Res. 186(1989) 156-162. doi: 10.1016/0008-6215(89)84013-3
59. [59]
  L.H.B. Baptistella, A.J. Marsaioli, P.M. Imamura, et al., Carbohydr. Res. 152(1986) 310-315. doi: 10.1016/S0008-6215(00)90313-6
60. [60]
  T. Haradahira, M. Maeda, Y. Yano, et al., Chem. Pharm. Bull. 32(1984) 3317-3319. doi: 10.1248/cpb.32.3317
61. [61]
  I. Cumpstey, C. Ramstadius, T. Akhtar, et al., Eur. J. Org. Chem. (2010) 1951-1970.
62. [62]
  I. Cumpstey, D.S. Alonzi, T.D. Butters, Carbohydr. Res. 344(2009) 454-459. doi: 10.1016/j.carres.2008.12.023
63. [63]
  A. Noel, B. Delpech, D. Crich, Organ. Lett. 14(2012) 4138-4141. doi: 10.1021/ol301779e
64. [64]
  C.T. Chang, Y. Hui, B. Elchert, Tetrahedron Lett. 42(2001) 7019-7023. doi: 10.1016/S0040-4039(01)01472-1
65. [65]
  T.G. Frihed, C.M. Pedersen, M. Bols, Eur. J. Org. Chem. (2014) 7924-7939.
66. [66]
  D.J. Cram, K.R. Kopecky, J. Am. Chem. Soc. 81(1959) 2748-2755. doi: 10.1021/ja01520a036
67. [67]
  F.W. Lichtenthaler, T. Schneideradams, J. Org. Chem. 59(1994) 6728-6734. doi: 10.1021/jo00101a035
68. [68]
  A. Mengel, O. Reiser, Chem. Rev. 99(1999) 1191-1224. doi: 10.1021/cr980379w
69. [69]
  H.C. Brown, S. Krishnamurthy, J. Am. Chem. Soc. 94(1972) 7159-7161. doi: 10.1021/ja00775a053
70. [70]
  M.R. Dhawale, W.A. Szarek, G.W. Hay, et al., Carbohydr. Res. 155(1986) 262-265. doi: 10.1016/S0008-6215(00)90156-3
71. [71]
  K. Chung, R.M. Waymouth, ACS Catal. 6(2016) 4653-4659. doi: 10.1021/acscatal.6b01501
72. [72]
  V.R. Jumde, N.N. Eisink, M.D. Witte, et al., J. Org. Chem. 81(2016) 11439-11443. doi: 10.1021/acs.joc.6b02074
73. [73]
  E.S.H.E. Ashry, N. Rashed, E.S.I. Ibrahim, Tetrahedron 64(2008) 10631-10648. doi: 10.1016/j.tet.2008.09.001
74. [74]
  F.W. Lichtenthaler, T. Metz, Eur. J. Org. Chem. (2003) 3081-3093.
75. [75]
  O. Mitsunobu, M. Yamada, Bull. Chem. Soc. Jpn. 40(1967) 2380-2382. doi: 10.1246/bcsj.40.2380
76. [76]
  O. Mitsunobu, M. Yamada, T. Mukaiyama, Bull. Chem. Soc. Jpn. 40(1967) 935-939. doi: 10.1246/bcsj.40.935
77. [77]
  K.C.K. Swamy, N.N.B. Kumar, E. Balaraman, et al., Chem. Rev.109(2009) 2551-2651. doi: 10.1021/cr800278z
78. [78]
  S. Fletcher, Org. Chem. Front. 2(2015) 739-752. doi: 10.1039/C5QO00016E
79. [79]
  B.K. Shull, T. Sakai, J.B. Nichols, et al., J. Org. Chem. 62(1997) 8294-8303. doi: 10.1021/jo9615155
80. [80]
  C.A. Hoeger, A.D. Johnston, W.H. Okamura, J. Am. Chem. Soc.109(1987) 4690-4698. doi: 10.1021/ja00249a035
81. [81]
  G. Wang, J.R. Ella-Menye, M.M. St, et al., Org. Lett. 10(2008) 4203-4206. doi: 10.1021/ol801316f
82. [82]
  C. Limousin, A. Olesker, J. Cléophax, et al., Carbohydr. Res. 312(1998) 23-31. doi: 10.1016/S0008-6215(98)00224-9
83. [83]
  A.C. Simao, A. Tatibouet, A.P. Rauter, et al., Tetrahedron Lett. 51(2010) 4602-4604. doi: 10.1016/j.tetlet.2010.06.107
84. [84]
  T.G. Frihed, M. Bols, C.M. Pedersen, Chem. Rev. 115(2015) 3615-3676. doi: 10.1021/acs.chemrev.5b00104
85. [85]
  C.W.T. Chang, T. Clark, M. Ngaara, Tetrahedron Lett. 42(2001) 6797-6801. doi: 10.1016/S0040-4039(01)01402-2
86. [86]
  R. Miethchen, D. Rentsch, M. Michalik, Eur. J. Org. Chem. (1994) 219-222.
87. [87]
  M. Frank, R. Miethchen, H. Reinke, Eur. J. Org. Chem. (1999) 1259-1263.
88. [88]
  R. Miethchen, D. Rentsch, M. Frank, J. Carbohydr. Chem. 15(1996) 15-31. doi: 10.1080/07328309608005421
89. [89]
  C. Hager, R. Miethchen, H. Reinke, Synthesis (2000) 226-232.
90. [90]
  R. Miethchen, M.L.A. Frank, D. Rentsch, Carbohydr. Res. 281(1996) 61-68. doi: 10.1016/0008-6215(95)00338-X
91. [91]
  D. Rentsch, R. Miethchen, Carbohydr. Res. 239(1996) 139-145.
92. [92]
  M. Frank, R. Miethchen, D. Degenring, Carbohydr. Res. 318(1999) 167-170. doi: 10.1016/S0008-6215(99)00090-7
93. [93]
  R. Miethchen, J. Carbohydr. Chem. 22(2004) 801-825.
94. [94]
  S. Van Overtveldt, T. Verhaeghe, H. Joosten, et al., Biotechnol. Adv. 33(2015) 1814-1828. doi: 10.1016/j.biotechadv.2015.10.010
95. [95]
  J. Samuel, M.E. Tanner, Nat. Prod. Rep. 19(2002) 261-277. doi: 10.1039/b100492l
96. [96]
  S.-M. Shin, J.M. Choi, E.d. Luccio, et al., Arch. Biochem. Biophys. 585(2015) 39-51. doi: 10.1016/j.abb.2015.08.025
97. [97]
  K. Beerens, W. Soetaert, T. Desmet, Carbohydr. Res. 414(2015) 8-14. doi: 10.1016/j.carres.2015.06.006
98. [98]
  L. Zhang, M.M. Muthana, H. Yu, et al., Carbohydr. Res. 419(2016) 18-28. doi: 10.1016/j.carres.2015.10.016
99. [99]
  K. Kim, H. Kim, D. Oh, et al., J. Mol. Biol. 361(2006) 920-931. doi: 10.1016/j.jmb.2006.06.069
100. [100]
  H. Yoshida, M. Yamada, T. Nishitani, et al., J. Mol. Biol. 374(2007) 443-453. doi: 10.1016/j.jmb.2007.09.033
101. [101]
  M. Krewinkel, J. Kaiser, M. Merz, et al., J. Dairy Sci. 98(2015) 3665-3678. doi: 10.3168/jds.2015-9411
102. [102]
  J. Watanabe, M. Nishimukai, H. Taguchi, et al., J. Dairy Sci. 91(2008) 4518-4526. doi: 10.3168/jds.2008-1367
103. [103]
  M.L. Sanz, G.R. Gibson, R.A. Rastall, J. Agric. Food Chem. 53(2005) 5192-5199. doi: 10.1021/jf050276w
104. [104]
  Z. Li, Y. Gao, H. Nakanishi, et al., Beilstein J. Org. Chem. 9(2013) 2434-2445. doi: 10.3762/bjoc.9.281
105. [105]
  R. Woodyer, T.N. Christ, K.A. Deweese, Carbohydr. Res. 345(2010) 363-368. doi: 10.1016/j.carres.2009.11.023
106. [106]
  D. Rao, P. Gullapalli, A. Yoshihara, et al., J. Biosci. Bioeng. 106(2008) 473-480. doi: 10.1263/jbb.106.473
107. [107]
  K. Inoue, M. Nishimoto, M. Kitaoka, Carbohydr. Res. 346(2011) 2432-2436. doi: 10.1016/j.carres.2011.08.032
108. [108]
  M. Nishimoto, M. Kitaoka, Carbohydr. Res. 344(2009) 2573-2576. doi: 10.1016/j.carres.2009.09.031
109. [109]
  W.K. Chou, S. Hinderlich, W. Reutter, et al., J. Am. Chem. Soc.125(2003) 2455-2461. doi: 10.1021/ja021309g
110. [110]
  H. Itoh, H. Okaya, A.R. Khan, et al., Biosci. Biotechnol. Biochem. 58(1994) 2168-2171. doi: 10.1271/bbb.58.2168
111. [111]
  K. Izumori, A.R. Khan, H. Okaya, et al., Biosci. Biotechnol. Biochem. 57(1993) 1037-1039. doi: 10.1271/bbb.57.1037
112. [112]
  J.B. Thoden, P.A. Frey, H.M. Holden, Protein Sci. 5(1996) 2149-2161. doi: 10.1002/pro.v5:11
113. [113]
  P.A. Frey, A.D. Hegeman, Acc. Chem. Res. 46(2013) 1417-1426. doi: 10.1021/ar300246k
114. [114]
  T.R. Tyler, J.M. Leatherwood, Arch. Biochem. Biophys. 119(1967) 363-367. doi: 10.1016/0003-9861(67)90466-3
1. [1]
  Pu ZHANG , Youzhu YU , Yuhua GUO , Zhongyuan ZHOU . Syntheses and photocatalytic CO₂ reduction properties of heterometallic Ni/Sn and Co/Sn oxo clusters. Chinese Journal of Inorganic Chemistry, 2026, 42(5): 1039-1047. doi: 10.11862/CJIC.20250353
2. [2]
  Wenjing Dai , Xiaohui Zhang , Zhen Yin . Acid‑humidification strategy for suppressing salt formation to enhance the CO2 reduction reaction stability. Chinese Journal of Structural Chemistry, 2026, 45(5): 100888-100888. doi: 10.1016/j.cjsc.2026.100888
3. [3]
  Hongjin Shi , Guoyin Yin , Xi Lu , Yangyang Li . Stereoselective synthesis of 2-deoxy-α-C-glycosides from glycals. Chinese Chemical Letters, 2024, 35(12): 109674-. doi: 10.1016/j.cclet.2024.109674
4. [4]
  Xianrong Zeng , Hui-Ying Shi , Huiqian Huang , Zhaobin Wang . Photo-induced stereoselective 2-deoxyglycoside synthesis from glycals with carboxylic acids and alcohols. Chinese Chemical Letters, 2026, 37(5): 111615-. doi: 10.1016/j.cclet.2025.111615
5. [5]
  Rui PAN , Yuting MENG , Ruigang XIE , Daixiang CHEN , Jiefa SHEN , Shenghu YAN , Jianwu LIU , Yue ZHANG . Selective electrocatalytic reduction of Sn(Ⅳ) by carbon nitrogen materials prepared with different precursors. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 1015-1024. doi: 10.11862/CJIC.20230433
6. [6]
  Li-Hong Xiong , Liang Chen , Zhi-Tao He . Stereoselective in situ assembled hydrofunctionalization and cascade. Chinese Chemical Letters, 2026, 37(3): 111921-. doi: 10.1016/j.cclet.2025.111921
7. [7]
  Ke Zhang , Sheng Zuo , Pengyuan You , Tong Ru , Fen-Er Chen . Palladium-catalyzed stereoselective decarboxylative [4 + 2] cyclization of 2-methylidenetrimethylene carbonates with pyrrolidone-derived enones: Straightforward access to chiral tetrahydropyran-fused spiro-pyrrolidine-2,3-diones. Chinese Chemical Letters, 2024, 35(6): 109157-. doi: 10.1016/j.cclet.2023.109157
8. [8]
  Ao Sun , Zipeng Li , Shuchun Li , Xiangbao Meng , Zhongtang Li , Zhongjun Li . Stereoselective synthesis of α-3-deoxy-D-manno-oct-2-ulosonic acid (α-Kdo) derivatives using a C3-p-tolylthio-substituted Kdo fluoride donor. Chinese Chemical Letters, 2025, 36(3): 109972-. doi: 10.1016/j.cclet.2024.109972
9. [9]
  Pai Yu , Chenchen Wang , Hualin Lin , Sheng Han . A universal strategy based carbonized polymer dots self-assembled supramolecular oleogel lubricants via chain entanglement for friction reduction and anti-wear. Chinese Chemical Letters, 2026, 37(5): 111931-. doi: 10.1016/j.cclet.2025.111931
10. [10]
  Hong Dong , Feng-Ming Zhang . Covalent organic frameworks for artificial photosynthetic diluted CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(7): 100307-100307. doi: 10.1016/j.cjsc.2024.100307
11. [11]
  Ping Wang , Tianbao Zhang , Zhenxing Li . Reconstruction mechanism of Cu surface in CO2 reduction process. Chinese Journal of Structural Chemistry, 2024, 43(8): 100328-100328. doi: 10.1016/j.cjsc.2024.100328
12. [12]
  Muhammad Humayun , Mohamed Bououdina , Abbas Khan , Sajjad Ali , Chundong Wang . Designing single atom catalysts for exceptional electrochemical CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(1): 100193-100193. doi: 10.1016/j.cjsc.2023.100193
13. [13]
  Mingming Zhang , Ting Xu , Ruonan Yin , Xueqiu Chen , Zheng-Jun Wang , Jun Li , Xin Wang , Huile Jin , Haibo Ke , Shun Wang , Jing-Jing Lv . Anode engineering for electrocatalytic CO₂ reduction reaction. Chinese Chemical Letters, 2026, 37(3): 110665-. doi: 10.1016/j.cclet.2024.110665
14. [14]
  Bo Luo , Mingfang Ma , Aiyou Hao , Pengyao Xing . Arene-perfluoroarene force driven chiral transfer, chiral amplification and chiral inversion. Chinese Chemical Letters, 2026, 37(1): 111736-. doi: 10.1016/j.cclet.2025.111736
15. [15]
  Chuan-Xin Bao , Yu-Xia Li , Kai-Ge Gao , Cheng-Dong Liu , Jie-Sheng Hu , Hui Ai , Jun Tao , Zi-Shuo Yao . Tuning chiral-inversion temperature of protonated cystamine in perovskite compounds through halogen substitution. Chinese Chemical Letters, 2026, 37(6): 111386-. doi: 10.1016/j.cclet.2025.111386
16. [16]
  Shuai Qiu , Jia Tang , Wan Xu , Zhiying Ma , Chao Zhang , Sheng Zhang , Chunli Li , Wei Tian , Hua Wang . Fluoride-induced sign inversion of circularly polarized luminescence of B,N-thia[8]helicene. Chinese Chemical Letters, 2026, 37(6): 111778-. doi: 10.1016/j.cclet.2025.111778
17. [17]
  Yu-Yu Tan , Lin-Heng He , Wei-Min He . Copper-mediated assembly of SO₂F group via radical fluorine-atom transfer strategy. Chinese Chemical Letters, 2024, 35(9): 109986-. doi: 10.1016/j.cclet.2024.109986
18. [18]
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19. [19]
  Xiao-Gang Wang , Ai-E Wang , Pei-Qiang Huang . Corrigendum to "A concise formal stereoselective total synthesis of (–)-swainsonine" [Chin Chem Lett 25 (2014) 193–196]. Chinese Chemical Letters, 2025, 36(3): 110597-. doi: 10.1016/j.cclet.2024.110597
20. [20]
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沈阳化工大学材料科学与工程学院沈阳 110142