SCOPUS 정보 검색 플랫폼

European Journal of Organic Chemistry

Volumn 2016, Issue 24, 2016, Pages 4230-4235

Stereoretentive H/D Exchange via an Electroactivated Heterogeneous Catalyst at sp3 C–H Sites Bearing Amines or Alcohols

(6) Bhatia, Souful a Spahlinger, Greg a Boukhumseen, Nehal a Boll, Quentin a Li, Zhenglong b Jackson, James E a

a MICHIGAN STATE UNIVERSITY (United States)

b OAK RIDGE NATIONAL LABORATORY (United States)

Author keywords

C H activation; Deuterium; Electrocatalysis; Heterogeneous catalysis; Stereoretentivity

Indexed keywords

EID: 84983063552 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201600719 Document Type: Article

Times cited : (20)

References (70)

1
- 84876828644
- J. Wencel-Delord and F. Glorius, Nat. Chem., 2013, 5, 369–375.
- (2013) Nat. Chem. , vol.5 , pp. 369-375
- Wencel-Delord, J.¹ Glorius, F.²

2
- 84864120575
- D. Y.-K. Chen and S. W. Youn, Chem. Eur. J., 2012, 18, 9452–9474.
- (2012) Chem. Eur. J. , vol.18 , pp. 9452-9474
- Chen, D.Y.-K.¹ Youn, S.W.²

3
- 0025140826
- T. Furuta, H. Takahashi and Y. Kasuya, J. Am. Chem. Soc., 1990, 112, 3633–3636.
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 3633-3636
- Furuta, T.¹ Takahashi, H.² Kasuya, Y.³

4
- 0037040650
- M.-Y. Chou, A. B. Mandal and M. Leung, J. Org. Chem., 2002, 67, 1501–1505.
- (2002) J. Org. Chem. , vol.67 , pp. 1501-1505
- Chou, M.-Y.¹ Mandal, A.B.² Leung, M.³

5
- 0042395877
- D. Rittenberg, A. S. Keston, R. Schoenheimer and G. L. Foster, J. Biol. Chem., 1938, 125, 1–12.
- (1938) J. Biol. Chem. , vol.125 , pp. 1-12
- Rittenberg, D.¹ Keston, A.S.² Schoenheimer, R.³ Foster, G.L.⁴

6
- 24744433919
- A. Kondo, T. Ishigure and Y. Koike, J. Lightwave Technol., 2005, 23, 2443–2448.
- (2005) J. Lightwave Technol. , vol.23 , pp. 2443-2448
- Kondo, A.¹ Ishigure, T.² Koike, Y.³

7
- 84880994816
- A. Katsnelson, Nat. Med., 2013, 19, 656.
- (2013) Nat. Med. , vol.19 , pp. 656
- Katsnelson, A.¹

8
- 84900296719
- T. G. Gant, J. Med. Chem., 2014, 57, 3595–3611.
- (2014) J. Med. Chem. , vol.57 , pp. 3595-3611
- Gant, T.G.¹

9
- 84935832022
- S. L. Harbeson and R. D. Tung, MedChem News 2014, (2), 8–22.
- (2014) MedChem News , Issue.2 , pp. 8-22
- Harbeson, S.L.¹ Tung, R.D.²

10
- 84907262678
- G. S. Timmins, Expert Opin. Ther. Pat., 2014, 24, 1067–1075.
- (2014) Expert Opin. Ther. Pat. , vol.24 , pp. 1067-1075
- Timmins, G.S.¹

11
- 76149083688
- A. Yarnell, Chem. Eng. News Chem. Eng. News Arch., 2009, 87, 36–39.
- (2009) Chem. Eng. News Chem. Eng. News Arch. , vol.87 , pp. 36-39
- Yarnell, A.¹

12
- 62649157778
- K. Sanderson, Nature, 2009, 458, 269.
- (2009) Nature , vol.458 , pp. 269
- Sanderson, K.¹

13
- 70349301427
- S. Kerrigan, J. Anal. Toxicol., 2009, 33, 393–394.
- (2009) J. Anal. Toxicol. , vol.33 , pp. 393-394
- Kerrigan, S.¹

14
- 84896850159
- G. Xu, B. H. Lv, J. Y. Roberge, B. H. Xu, J. Y. Du, J. J. Dong, Y. W. Chen, K. Peng, L. L. Zhang, X. X. Tang, Y. Feng, M. Xu, W. Fu, W. B. Zhang, L. C. Zhu, Z. P. Deng, Z. L. Sheng, A. Welihinda and X. Sun, J. Med. Chem., 2014, 57, 1236–1251.
- (2014) J. Med. Chem. , vol.57 , pp. 1236-1251
- Xu, G.¹ Lv, B.H.² Roberge, J.Y.³ Xu, B.H.⁴ Du, J.Y.⁵ Dong, J.J.⁶ Chen, Y.W.⁷ Peng, K.⁸ Zhang, L.L.⁹ Tang, X.X.¹⁰ Feng, Y.¹¹ Xu, M.¹² Fu, W.¹³ Zhang, W.B.¹⁴ Zhu, L.C.¹⁵ Deng, Z.P.¹⁶ Sheng, Z.L.¹⁷ Welihinda, A.¹⁸ Sun, X.¹⁹

15
- 79955419410
- N. A. Meanwell, J. Med. Chem., 2011, 54, 2529–2591.
- (2011) J. Med. Chem. , vol.54 , pp. 2529-2591
- Meanwell, N.A.¹

16
- 35348992210
- J. Atzrodt, V. Derdau, T. Fey and J. Zimmermann, Angew. Chem. Int. Ed., 2007, 46, 7744;
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 7744
- Atzrodt, J.¹ Derdau, V.² Fey, T.³ Zimmermann, J.⁴

17
- 84983038898
- Angew. Chem., 2007, 119, 7890–65.
- (2007) Angew. Chem. , vol.119 , pp. 7865-7890

18
- 0037070616
- S. R. Klei, J. T. Golden, T. D. Tilley and R. G. Bergman, J. Am. Chem. Soc., 2002, 124, 2092–2093.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 2092-2093
- Klei, S.R.¹ Golden, J.T.² Tilley, T.D.³ Bergman, R.G.⁴

19
- 0034801357
- J. T. Golden, R. A. Andersen and R. G. Bergman, J. Am. Chem. Soc., 2001, 123, 5837–5838.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 5837-5838
- Golden, J.T.¹ Andersen, R.A.² Bergman, R.G.³

20
- 0035801856
- G. J. Ellames, J. S. Gibson, J. M. Herbert, W. J. Kerr and A. H. McNeill, Tetrahedron Lett., 2001, 42, 6413–6416.
- (2001) Tetrahedron Lett. , vol.42 , pp. 6413-6416
- Ellames, G.J.¹ Gibson, J.S.² Herbert, J.M.³ Kerr, W.J.⁴ McNeill, A.H.⁵

21
- 0242417480
- M. J. Hickey, J. R. Jones, L. P. Kingston, W. J. Lockley, A. N. Mather, B. M. McAuley and D. J. Wilkinson, Tetrahedron Lett., 2003, 44, 3959–3961.
- (2003) Tetrahedron Lett. , vol.44 , pp. 3959-3961
- Hickey, M.J.¹ Jones, J.R.² Kingston, L.P.³ Lockley, W.J.⁴ Mather, A.N.⁵ McAuley, B.M.⁶ Wilkinson, D.J.⁷

22
- 15944374601
- M. Takahashi, K. Oshima and S. Matsubara, Chem. Lett., 2005, 34, 192–193.
- (2005) Chem. Lett. , vol.34 , pp. 192-193
- Takahashi, M.¹ Oshima, K.² Matsubara, S.³

23
- 84887694893
- S. H. Lee, S. I. Gorelsky and G. I. Nikonov, Organometallics, 2013, 32, 6599–6604.
- (2013) Organometallics , vol.32 , pp. 6599-6604
- Lee, S.H.¹ Gorelsky, S.I.² Nikonov, G.I.³

24
- 84856867825
- V. M. Iluc, A. Fedorov and R. H. Grubbs, Organometallics, 2012, 31, 39–41.
- (2012) Organometallics , vol.31 , pp. 39-41
- Iluc, V.M.¹ Fedorov, A.² Grubbs, R.H.³

25
- 67650317724
- B. Eguillor, M. A. Esteruelas, J. García-Raboso, M. Oliván and E. Oñate, Organometallics, 2009, 28, 3700–3709.
- (2009) Organometallics , vol.28 , pp. 3700-3709
- Eguillor, B.¹ Esteruelas, M.A.² García-Raboso, J.³ Oliván, M.⁴ Oñate, E.⁵

26
- 42449108651
- S. K. Hanson, D. M. Heinekey and K. I. Goldberg, Organometallics, 2008, 27, 1454–1463.
- (2008) Organometallics , vol.27 , pp. 1454-1463
- Hanson, S.K.¹ Heinekey, D.M.² Goldberg, K.I.³

27
- 34247475756
- C. W. Leung, W. Zheng, D. Wang, S. M. Ng, C. H. Yeung, Z. Zhou, Z. Lin and C. P. Lau, Organometallics, 2007, 26, 1924–1933.
- (2007) Organometallics , vol.26 , pp. 1924-1933
- Leung, C.W.¹ Zheng, W.² Wang, D.³ Ng, S.M.⁴ Yeung, C.H.⁵ Zhou, Z.⁶ Lin, Z.⁷ Lau, C.P.⁸

28
- 5644227356
- C. M. Yung, M. B. Skaddan and R. G. Bergman, J. Am. Chem. Soc., 2004, 126, 13033–13043.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 13033-13043
- Yung, C.M.¹ Skaddan, M.B.² Bergman, R.G.³

29
- 0042232830
- B. Rybtchinski, R. Cohen, Y. Ben-David, J. M. L. Martin and D. Milstein, J. Am. Chem. Soc., 2003, 125, 11041–11050.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11041-11050
- Rybtchinski, B.¹ Cohen, R.² Ben-David, Y.³ Martin, J.M.L.⁴ Milstein, D.⁵

30
- 84943647294
- R. Giles, G. Ahn and K. W. Jung, Tetrahedron Lett., 2015, 56, 6231–6235.
- (2015) Tetrahedron Lett. , vol.56 , pp. 6231-6235
- Giles, R.¹ Ahn, G.² Jung, K.W.³

31
- 84935691121
- A. Di Giuseppe, R. Castarlenas and L. A. Oro, C. R. Chim., 2015, 18, 713–741.
- (2015) C. R. Chim. , vol.18 , pp. 713-741
- Di Giuseppe, A.¹ Castarlenas, R.² Oro, L.A.³

32
- 84915758376
- J. A. Brown, A. R. Cochrane, S. Irvine, W. J. Kerr, B. Mondal, J. A. Parkinson, L. C. Paterson, M. Reid, T. Tuttle, S. Andersson and G. N. Nilsson, Adv. Synth. Catal., 2014, 356, 3551–3562.
- (2014) Adv. Synth. Catal. , vol.356 , pp. 3551-3562
- Brown, J.A.¹ Cochrane, A.R.² Irvine, S.³ Kerr, W.J.⁴ Mondal, B.⁵ Parkinson, J.A.⁶ Paterson, L.C.⁷ Reid, M.⁸ Tuttle, T.⁹ Andersson, S.¹⁰ Nilsson, G.N.¹¹

33
- 78650428416
- W. J. S. Lockley and D. Hesk, J. Labelled Compd. Radiopharm., 2010, 53, 704–715.
- (2010) J. Labelled Compd. Radiopharm. , vol.53 , pp. 704-715
- Lockley, W.J.S.¹ Hesk, D.²

34
- 53549130275
- J. Zhou and J. F. Hartwig, Angew. Chem. Int. Ed., 2008, 47, 5783–5787;
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5783-5787
- Zhou, J.¹ Hartwig, J.F.²

35
- 68249139498
- Angew. Chem., 2008, 120, 5867–5871.
- (2008) Angew. Chem. , vol.120 , pp. 5867-5871

36
- 39749181480
- J. A. Brown, S. Irvine, A. R. Kennedy, W. J. Kerr, S. Andersson and G. N. Nilsson, Chem. Commun., 2008, 1115–1117.
- (2008) Chem. Commun. , pp. 1115-1117
- Brown, J.A.¹ Irvine, S.² Kennedy, A.R.³ Kerr, W.J.⁴ Andersson, S.⁵ Nilsson, G.N.⁶

37
- 17644404045
- G. Qiao-Xia, S. Bao-Jian, G. Hai-Qing and T. Tamotsu, Chin. J. Chem., 2005, 23, 341–344.
- (2005) Chin. J. Chem. , vol.23 , pp. 341-344
- Qiao-Xia, G.¹ Bao-Jian, S.² Hai-Qing, G.³ Tamotsu, T.⁴

38
- 84939132567
- W. Bai, K. H. Lee, S. K. S. Tse, K. W. Chan, Z. Lin and G. Jia, Organometallics, 2015, 34, 3686–3698.
- (2015) Organometallics , vol.34 , pp. 3686-3698
- Bai, W.¹ Lee, K.H.² Tse, S.K.S.³ Chan, K.W.⁴ Lin, Z.⁵ Jia, G.⁶

39
- 84960539929
- M. Janni and S. Peruncheralathan, Org. Biomol. Chem., 2016, 14, 3091–3097.
- (2016) Org. Biomol. Chem. , vol.14 , pp. 3091-3097
- Janni, M.¹ Peruncheralathan, S.²

40
- 84908061261
- L. Piola, J. A. Fernandez-Salas, S. Manzini and S. P. Nolan, Org. Biomol. Chem., 2014, 12, 8683–8688.
- (2014) Org. Biomol. Chem. , vol.12 , pp. 8683-8688
- Piola, L.¹ Fernandez-Salas, J.A.² Manzini, S.³ Nolan, S.P.⁴

41
- 84942936516
- B. Chatterjee and C. Gunanathan, Org. Lett., 2015, 17, 4794–4797.
- (2015) Org. Lett. , vol.17 , pp. 4794-4797
- Chatterjee, B.¹ Gunanathan, C.²

42
- 30544450868
- G. M. Rubottom and E. J. Evain, Tetrahedron, 1990, 46, 5055–5064.
- (1990) Tetrahedron , vol.46 , pp. 5055-5064
- Rubottom, G.M.¹ Evain, E.J.²

43
- 55049098931
- T. Maegawa, Y. Fujiwara, Y. Inagaki, Y. Monguchi and H. Sajiki, Adv. Synth. Catal., 2008, 350, 2215–2218.
- (2008) Adv. Synth. Catal. , vol.350 , pp. 2215-2218
- Maegawa, T.¹ Fujiwara, Y.² Inagaki, Y.³ Monguchi, Y.⁴ Sajiki, H.⁵

44
- 49149090798
- T. Maegawa, Y. Fujiwara, Y. Inagaki, H. Esaki, Y. Monguchi and H. Sajiki, Angew. Chem. Int. Ed., 2008, 47, 5394;
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5394
- Maegawa, T.¹ Fujiwara, Y.² Inagaki, Y.³ Esaki, H.⁴ Monguchi, Y.⁵ Sajiki, H.⁶

45
- 84983032928
- Angew. Chem., 2008, 120, 5474–5397.
- (2008) Angew. Chem. , vol.120 , pp. 5397-5474

46
- 77954067251
- Y. Fujiwara, H. Iwata, Y. Sawama, Y. Monguchi and H. Sajiki, Chem. Commun., 2010, 46, 4977–4979.
- (2010) Chem. Commun. , vol.46 , pp. 4977-4979
- Fujiwara, Y.¹ Iwata, H.² Sawama, Y.³ Monguchi, Y.⁴ Sajiki, H.⁵

47
- 84859809777
- Y. Sawama, Y. Monguchi and H. Sajiki, Synlett, 2012, 23, 959–972.
- (2012) Synlett , vol.23 , pp. 959-972
- Sawama, Y.¹ Monguchi, Y.² Sajiki, H.³

48
- 84940035326
- C. Taglang, L. M. Martínez-Prieto, I. del Rosal, L. Maron, R. Poteau, K. Philippot, B. Chaudret, S. Perato, A. Sam Lone, C. Puente and G. Pieters, Angew. Chem. Int. Ed., 2015, 54, 10474;
- (2015) Angew. Chem. Int. Ed. , vol.54 , pp. 10474
- Taglang, C.¹ Martínez-Prieto, L.M.² del Rosal, I.³ Maron, L.⁴ Poteau, R.⁵ Philippot, K.⁶ Chaudret, B.⁷ Perato, S.⁸ Sam Lone, A.⁹ Puente, C.¹⁰ Pieters, G.¹¹

49
- 84983024232
- Angew. Chem., 2015, 127, 10620–10477.
- (2015) Angew. Chem. , vol.127 , pp. 10477-10620

50
- 84890918810
- G. Pieters, C. Taglang, E. Bonnefille, T. Gutmann, C. Puente, J.-C. Berthet, C. Dugave, B. Chaudret and B. Rousseau, Angew. Chem. Int. Ed., 2014, 53, 230;
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 230
- Pieters, G.¹ Taglang, C.² Bonnefille, E.³ Gutmann, T.⁴ Puente, C.⁵ Berthet, J.-C.⁶ Dugave, C.⁷ Chaudret, B.⁸ Rousseau, B.⁹

51
- 84940037267
- Angew. Chem., 2014, 126, 234–234.
- (2014) Angew. Chem. , vol.126 , pp. 234

52
- 84946594262
- E. Breso-Femenia, C. Godard, C. Claver, B. Chaudret and S. Castillon, Chem. Commun., 2015, 51, 16342–16345.
- (2015) Chem. Commun. , vol.51 , pp. 16342-16345
- Breso-Femenia, E.¹ Godard, C.² Claver, C.³ Chaudret, B.⁴ Castillon, S.⁵

53
- 84923088875
- S. Bijani, V. Jain, D. Padmanabhan, B. Pandey and A. Shah, Tetrahedron Lett., 2015, 56, 1211–1214.
- (2015) Tetrahedron Lett. , vol.56 , pp. 1211-1214
- Bijani, S.¹ Jain, V.² Padmanabhan, D.³ Pandey, B.⁴ Shah, A.⁵

54
- 34250320403
- H. Esaki, F. Aoki, M. Umemura, M. Kato, T. Maegawa, Y. Monguchi and H. Sajiki, Chem. Eur. J., 2007, 13, 4052–63.
- (2007) Chem. Eur. J. , vol.13 , pp. 4052-4063
- Esaki, H.¹ Aoki, F.² Umemura, M.³ Kato, M.⁴ Maegawa, T.⁵ Monguchi, Y.⁶ Sajiki, H.⁷

55
- 84870890517
- Y. Sawama, Y. Yabe, H. Iwata, Y. Fujiwara, Y. Monguchi and H. Sajiki, Chem. Eur. J., 2012, 18, 16436–16442.
- (2012) Chem. Eur. J. , vol.18 , pp. 16436-16442
- Sawama, Y.¹ Yabe, Y.² Iwata, H.³ Fujiwara, Y.⁴ Monguchi, Y.⁵ Sajiki, H.⁶

56
- 44049107912
- N. Ito, T. Watahiki, T. Maesawa, T. Maegawa and H. Sajiki, Synthesis (Stuttg.), 2008, 1467–1478.
- (2008) Synthesis (Stuttg.) , pp. 1467-1478
- Ito, N.¹ Watahiki, T.² Maesawa, T.³ Maegawa, T.⁴ Sajiki, H.⁵

57
- 24344491157
- H. Sajiki, N. Ito, H. Esaki, T. Maesawa, T. Maegawa and K. Hirota, Tetrahedron Lett., 2005, 46, 6995–6998.
- (2005) Tetrahedron Lett. , vol.46 , pp. 6995-6998
- Sajiki, H.¹ Ito, N.² Esaki, H.³ Maesawa, T.⁴ Maegawa, T.⁵ Hirota, K.⁶

58
- 6444239974
- H. Sajiki, T. Kurita, H. Esaki, F. Aoki, T. Maegawa and K. Hirota, Org. Lett., 2004, 6, 3521–3523.
- (2004) Org. Lett. , vol.6 , pp. 3521-3523
- Sajiki, H.¹ Kurita, T.² Esaki, H.³ Aoki, F.⁴ Maegawa, T.⁵ Hirota, K.⁶

59
- 0010380632
- S. J. Angyal, J. D. Stevens and L. Odier, Carbohydr. Res., 1987, 169, 151–157.
- (1987) Carbohydr. Res. , vol.169 , pp. 151-157
- Angyal, S.J.¹ Stevens, J.D.² Odier, L.³

60
- 78751581580
- T. Mutsumi, H. Iwata, K. Maruhashi, Y. Monguchi and H. Sajiki, Tetrahedron, 2011, 67, 1158–1165.
- (2011) Tetrahedron , vol.67 , pp. 1158-1165
- Mutsumi, T.¹ Iwata, H.² Maruhashi, K.³ Monguchi, Y.⁴ Sajiki, H.⁵

61
- 70349923611
- V. Derdau, J. Atzrodt, J. Zimmermann, C. Kroll and F. Brückner, Chem. Eur. J., 2009, 15, 10397–10404.
- (2009) Chem. Eur. J. , vol.15 , pp. 10397-10404
- Derdau, V.¹ Atzrodt, J.² Zimmermann, J.³ Kroll, C.⁴ Brückner, F.⁵

62
- 84983067816
- W. Neumann, Synthesis (Stuttg.), 1987, 665–683.
- (1987) Synthesis (Stuttg.) , pp. 665-683
- Neumann, W.¹

63
- 2442454840
- S. Matsubara, Y. Yokota and K. Oshima, Chem. Lett., 2004, 33, 294–295.
- (2004) Chem. Lett. , vol.33 , pp. 294-295
- Matsubara, S.¹ Yokota, Y.² Oshima, K.³

64
- 12344294525
- M. Yamamoto, K. Oshima and S. Matsubara, Org. Lett., 2004, 6, 5015–5017.
- (2004) Org. Lett. , vol.6 , pp. 5015-5017
- Yamamoto, M.¹ Oshima, K.² Matsubara, S.³

65
- 34249003288
- Y. Chen, D. J. Miller and J. E. Jackson, Ind. Eng. Chem. Res., 2007, 46, 3334–3340.
- (2007) Ind. Eng. Chem. Res. , vol.46 , pp. 3334-3340
- Chen, Y.¹ Miller, D.J.² Jackson, J.E.³

66
- 0012154673
- L. A. Curtiss, K. Raghavachari, P. C. Redfern, V. Rassolov and J. A. Pople, J. Chem. Phys., 1998, 109, 7764–7776.
- (1998) J. Chem. Phys. , vol.109 , pp. 7764-7776
- Curtiss, L.A.¹ Raghavachari, K.² Redfern, P.C.³ Rassolov, V.⁴ Pople, J.A.⁵

67
- 0038007036
- F. T. Jere, D. J. Miller and J. E. Jackson, Org. Lett., 2003, 5, 527–530.
- (2003) Org. Lett. , vol.5 , pp. 527-530
- Jere, F.T.¹ Miller, D.J.² Jackson, J.E.³

68
- 54949143980
- K. P. Pimparkar, D. J. Miller and J. E. Jackson, Ind. Eng. Chem. Res., 2008, 47, 7648–7653.
- (2008) Ind. Eng. Chem. Res. , vol.47 , pp. 7648-7653
- Pimparkar, K.P.¹ Miller, D.J.² Jackson, J.E.³

69
- 77949593456
- G. Guillena, D. J. Ramón and M. Yus, Chem. Rev., 2010, 110, 1611–1641.
- (2010) Chem. Rev. , vol.110 , pp. 1611-1641
- Guillena, G.¹ Ramón, D.J.² Yus, M.³

70
- 34547158082
- M. H. S. A. Hamid, P. A. Slatford and J. M. J. Williams, Adv. Synth. Catal., 2007, 349, 1555–1575.
- (2007) Adv. Synth. Catal. , vol.349 , pp. 1555-1575
- Hamid, M.H.S.A.¹ Slatford, P.A.² Williams, J.M.J.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.