SCOPUS 정보 검색 플랫폼

Journal of the American Chemical Society

Volumn 136, Issue 17, 2014, Pages 6288-6296

Dearomative indole (3 + 2) cycloaddition reactions

(3) Li, Hui a Hughes, Russell P a Wu, Jimmy a

a Dartmouth College (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOADDITION; POSITIVE IONS;

COMMON STRUCTURES; CONCISE SYNTHESIS; CYCLIZATION PRODUCTS; CYCLOADDITION REACTION; DIASTEREOSELECTIVE; NATURAL PRODUCTS; REACTION CONDITIONS; REGIOCHEMICAL CONTROL;

CYCLIZATION;

ASPIDOPHYLLINE; HALOKETONE; INDOLE DERIVATIVE; ISOCORYMINE; SODIUM CARBONATE; UNCLASSIFIED DRUG; VINCORINE; BIOLOGICAL PRODUCT; INDOLE; INDOLINE; KETONE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; CYCLOADDITION; DENSITY FUNCTIONAL THEORY; STEREOISOMERISM; CHEMISTRY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

BIOLOGICAL PRODUCTS; CRYSTALLOGRAPHY, X-RAY; CYCLOADDITION REACTION; INDOLES; KETONES; MODELS, MOLECULAR; STEREOISOMERISM;

EID: 84899752221 PISSN: 00027863 EISSN: 15205126 Source Type: Journal
DOI: 10.1021/ja412435b Document Type: Article

Times cited : (128)

References (71)

1
- 79955397100
- Roche, S. P.; Porco, J. A., Jr. Angew. Chem., Int. Ed. 2011, 50, 4068-4093
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 4068-4093
- Roche, S.P.¹ Porco Jr., J.A.²

2
- 84856997714
- Wu, Q. F.; Zheng, C.; You, S. L. Angew. Chem., Int. Ed. 2012, 51, 1680-1683
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 1680-1683
- Wu, Q.F.¹ Zheng, C.² You, S.L.³

3
- 16844383145
- Kimura, M.; Futamata, M.; Mukai, R.; Tamaru, Y. J. Am. Chem. Soc. 2005, 127, 4592-4593
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 4592-4593
- Kimura, M.¹ Futamata, M.² Mukai, R.³ Tamaru, Y.⁴

4
- 33646557360
- Trost, B. M.; Quancard, J. J. Am. Chem. Soc. 2006, 128, 6314-6315
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 6314-6315
- Trost, B.M.¹ Quancard, J.²

5
- 77955804883
- Wu, Q. F.; He, H.; Liu, W. B.; You, S. L. J. Am. Chem. Soc. 2010, 132, 11418-11419
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 11418-11419
- Wu, Q.F.¹ He, H.² Liu, W.B.³ You, S.L.⁴

6
- 48849108177
- Kagawa, N.; Malerich, J. P.; Rawal, V. H. Org. Lett. 2008, 10, 2381-2384
- (2008) Org. Lett. , vol.10 , pp. 2381-2384
- Kagawa, N.¹ Malerich, J.P.² Rawal, V.H.³

7
- 84876584623
- Lin, A.; Yang, J.; Hashim, M. Org. Lett. 2013, 15, 1950-1953
- (2013) Org. Lett. , vol.15 , pp. 1950-1953
- Lin, A.¹ Yang, J.² Hashim, M.³

8
- 84864146844
- Wu, K.; Dai, L. X.; You, S. L. Org. Lett. 2012, 14, 3772-3775
- (2012) Org. Lett. , vol.14 , pp. 3772-3775
- Wu, K.¹ Dai, L.X.² You, S.L.³

9
- 1842732181
- Austin, J. F.; Kim, S.-G.; Sinz, C. J.; Xiao, W.-J.; MacMillan, D. W. C. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5482-5487
- (2004) Proc. Natl. Acad. Sci. U.S.A. , vol.101 , pp. 5482-5487
- Austin, J.F.¹ Kim, S.-G.² Sinz, C.J.³ Xiao, W.-J.⁴ Macmillan, D.W.C.⁵

10
- 70349753180
- Jones, S. B.; Simmons, B.; MacMillan, D. W. C. J. Am. Chem. Soc. 2009, 131, 13606-13607
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 13606-13607
- Jones, S.B.¹ Simmons, B.² Macmillan, D.W.C.³

11
- 84877036747
- Horning, B. D.; MacMillan, D. W. C. J. Am. Chem. Soc. 2013, 135, 6442-6445
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 6442-6445
- Horning, B.D.¹ Macmillan, D.W.C.²

12
- 28844458694
- Zhang, L. J. Am. Chem. Soc. 2005, 127, 16804-16805
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 16804-16805
- Zhang, L.¹

13
- 77958025097
- Repka, L. M.; Ni, J.; Reisman, S. E. J. Am. Chem. Soc. 2010, 132, 14418-14420
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 14418-14420
- Repka, L.M.¹ Ni, J.² Reisman, S.E.³

14
- 84872319602
- Kawano, M.; Kiuchi, T.; Negishi, S.; Tanaka, H.; Hoshikawa, T.; Matsuo, J.; Ishibashi, H. Angew. Chem., Int. Ed. 2013, 52, 906-910
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 906-910
- Kawano, M.¹ Kiuchi, T.² Negishi, S.³ Tanaka, H.⁴ Hoshikawa, T.⁵ Matsuo, J.⁶ Ishibashi, H.⁷

15
- 39049105773
- Zhang, G.; Huang, X.; Li, G.; Zhang, L. J. Am. Chem. Soc. 2008, 130, 1814-1815
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 1814-1815
- Zhang, G.¹ Huang, X.² Li, G.³ Zhang, L.⁴

16
- 67749133710
- Martin, D.; Vanderwal, C. D. J. Am. Chem. Soc. 2009, 131, 3472-3473
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 3472-3473
- Martin, D.¹ Vanderwal, C.D.²

17
- 79957470405
- Robertson, F. J.; Kenimer, B. D.; Wu, J. Tetrahedron 2011, 4327-4332
- (2011) Tetrahedron , pp. 4327-4332
- Robertson, F.J.¹ Kenimer, B.D.² Wu, J.³

18
- 79960407415
- Jones, S. B.; Simmons, B.; Mastracchio, A.; MacMillan, D. W. C. Nature 2011, 475, 183-188
- (2011) Nature , vol.475 , pp. 183-188
- Jones, S.B.¹ Simmons, B.² Mastracchio, A.³ Macmillan, D.W.C.⁴

19
- 0021151180
- Magnus, P.; Gallagher, T.; Brown, P.; Huffman, J. C. J. Am. Chem. Soc. 1984, 106, 2105-2114
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 2105-2114
- Magnus, P.¹ Gallagher, T.² Brown, P.³ Huffman, J.C.⁴

20
- 0022336548
- Kuehne, M. E.; Seaton, P. J. J. Org. Chem. 1985, 50, 4790-4796
- (1985) J. Org. Chem. , vol.50 , pp. 4790-4796
- Kuehne, M.E.¹ Seaton, P.J.²

21
- 77954687214
- Wright, C. W. Nat. Prod. Rep. 2010, 27, 961-968
- (2010) Nat. Prod. Rep. , vol.27 , pp. 961-968
- Wright, C.W.¹

22
- 79958839913
- Zu, L.; Boal, B. W.; Garg, N. K. J. Am. Chem. Soc. 2011, 133, 8877-9
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 8877-8879
- Zu, L.¹ Boal, B.W.² Garg, N.K.³

23
- 69949115497
- Zhang, M.; Huang, X.; Shen, L.; Qin, Y. J. Am. Chem. Soc. 2009, 131, 6013-6020
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 6013-6020
- Zhang, M.¹ Huang, X.² Shen, L.³ Qin, Y.⁴

24
- 84861873661
- Zi, W.; Xie, W.; Ma, D. J. Am. Chem. Soc. 2012, 134, 9126-9129
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9126-9129
- Zi, W.¹ Xie, W.² Ma, D.³

25
- 84877036747
- Horning, B. D.; MacMillan, D. W. C. J. Am. Chem. Soc. 2013, 135, 6442-6445
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 6442-6445
- Horning, B.D.¹ Macmillan, D.W.C.²

26
- 84879210604
- Li, Q.; Li, G.; Ma, S.; Feng, P.; Shi, Y. Org. Lett. 2013, 15, 2601-2603
- (2013) Org. Lett. , vol.15 , pp. 2601-2603
- Li, Q.¹ Li, G.² Ma, S.³ Feng, P.⁴ Shi, Y.⁵

27
- 0024451829
- Hugel, G.; Cartier, D.; Levy, J. Tetrahedron Lett. 1989, 30, 4513-4516
- (1989) Tetrahedron Lett. , vol.30 , pp. 4513-4516
- Hugel, G.¹ Cartier, D.² Levy, J.³

28
- 84886421640
- Dethe, D. H.; Erande, R. D.; Ranjan, A. J. Org. Chem. 2013, 78, 10106-10120
- (2013) J. Org. Chem. , vol.78 , pp. 10106-10120
- Dethe, D.H.¹ Erande, R.D.² Ranjan, A.³

29
- 0000702147
- Wenkert, E.; Moeller, P. D.; Piettre, S. R. J. Am. Chem. Soc. 1988, 110, 7188-7194
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 7188-7194
- Wenkert, E.¹ Moeller, P.D.² Piettre, S.R.³

30
- 84862537950
- Cai, Q.; You, S. L. Org. Lett. 2012, 14, 3040-3043
- (2012) Org. Lett. , vol.14 , pp. 3040-3043
- Cai, Q.¹ You, S.L.²

31
- 0035356730
- Biolatto, B.; Kneeteman, M.; Paredes, E.; Mancini, P. M. E. J. Org. Chem. 2001, 66, 3906-3912
- (2001) J. Org. Chem. , vol.66 , pp. 3906-3912
- Biolatto, B.¹ Kneeteman, M.² Paredes, E.³ Mancini, P.M.E.⁴

32
- 0033533164
- Hsieh, M.; Rao, P. D.; Liao, C. C. Chem. Comm 1999, 1441-1442
- (1999) Chem. Comm , pp. 1441-1442
- Hsieh, M.¹ Rao, P.D.² Liao, C.C.³

33
- 0035967785
- England, D. B.; Kuss, T. D. O.; Keddy, R. G.; Kerr, M. A. J. Org. Chem. 2001, 66, 4704-4709
- (2001) J. Org. Chem. , vol.66 , pp. 4704-4709
- England, D.B.¹ Kuss, T.D.O.² Keddy, R.G.³ Kerr, M.A.⁴

34
- 34547812232
- Bajtos, B.; Yu, M.; Zhao, H.; Pagenkopf, B. L. J. Am. Chem. Soc. 2007, 129, 9631-9634
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 9631-9634
- Bajtos, B.¹ Yu, M.² Zhao, H.³ Pagenkopf, B.L.⁴

35
- 84878416756
- Xiong, H.; Xu, H.; Liao, S.; Xie, Z.; Tang, Y. J. Am. Chem. Soc. 2013, 135, 7851-7854
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 7851-7854
- Xiong, H.¹ Xu, H.² Liao, S.³ Xie, Z.⁴ Tang, Y.⁵

36
- 67849105019
- Barluenga, J.; Tudela, E.; Ballesteros, A.; Tomas, M. J. Am. Chem. Soc. 2009, 131, 2096-2097
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 2096-2097
- Barluenga, J.¹ Tudela, E.² Ballesteros, A.³ Tomas, M.⁴

37
- 74949136287
- Lian, Y.; Davies, H. M. L. J. Am. Chem. Soc. 2010, 132, 440-441
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 440-441
- Lian, Y.¹ Davies, H.M.L.²

38
- 84867051705
- Han, X.; Li, H.; Hughes, R. P.; Wu, J. Angew, Chem. Int. Ed. 2012, 51, 10390-10393
- (2012) Angew, Chem. Int. Ed. , vol.51 , pp. 10390-10393
- Han, X.¹ Li, H.² Hughes, R.P.³ Wu, J.⁴

39
- 84876479991
- Han, X.; Wu, J. Angew. Chem., Int. Ed. 2013, 52, 4637-4640
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 4637-4640
- Han, X.¹ Wu, J.²

40
- 78649371699
- Harmata, M. Chem. Commun. 2010, 46, 8886-8903
- (2010) Chem. Commun. , vol.46 , pp. 8886-8903
- Harmata, M.¹

41
- 78649352174
- Harmata, M. Chem. Commun. 2010, 46, 8904-8922
- (2010) Chem. Commun. , vol.46 , pp. 8904-8922
- Harmata, M.¹

42
- 33845271680
- Harmata, M. Adv. Synth. Catal. 2006, 348, 2297-2306
- (2006) Adv. Synth. Catal. , vol.348 , pp. 2297-2306
- Harmata, M.¹

43
- 79952839387
- Lohse, A. G.; Hsung, R. P. Chem.-Eur. J. 2011, 17, 3812-3822
- (2011) Chem.-Eur. J. , vol.17 , pp. 3812-3822
- Lohse, A.G.¹ Hsung, R.P.²

44
- 84859622403
- Tang, Q.; Chen, X.; Tiwari, B.; Chi, Y. Org. Lett. 2012, 14, 1922-1925
- (2012) Org. Lett. , vol.14 , pp. 1922-1925
- Tang, Q.¹ Chen, X.² Tiwari, B.³ Chi, Y.⁴

45
- 84879996929
- Vander Wal, M. N.; Dilger, A. K.; MacMillan, D. W. Chem. Sci. 2013, 4, 3075-3079
- (2013) Chem. Sci. , vol.4 , pp. 3075-3079
- Vander Wal, M.N.¹ Dilger, A.K.² Macmillan, D.W.³

46
- 0034596074
- Giese, S.; Kastrup, L.; Stiens, D.; West, F. G. Angew. Chem., Int. Ed. 2000, 39, 1970-1973
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1970-1973
- Giese, S.¹ Kastrup, L.² Stiens, D.³ West, F.G.⁴

47
- 76149084183
- Marx, V. M.; Burnell, D. J. J. Am. Chem. Soc. 2010, 132, 1685-1689
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 1685-1689
- Marx, V.M.¹ Burnell, D.J.²

48
- 33748950089
- Fujita, M.; Oshima, M.; Okuno, S.; Sugimura, T.; Okuyama, T. Org. Lett. 2006, 8, 4113-4116
- (2006) Org. Lett. , vol.8 , pp. 4113-4116
- Fujita, M.¹ Oshima, M.² Okuno, S.³ Sugimura, T.⁴ Okuyama, T.⁵

49
- 0000396245
- Hayakawa, Y.; Yokoyama, K.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1799-1806
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 1799-1806
- Hayakawa, Y.¹ Yokoyama, K.² Noyori, R.³

50
- 0000852004
- Corriu, R. J. P.; Moreau, J. J. E.; Pataud-Sat, M. J. Org. Chem. 1990, 55, 2878-2884
- (1990) J. Org. Chem. , vol.55 , pp. 2878-2884
- Corriu, R.J.P.¹ Moreau, J.J.E.² Pataud-Sat, M.³

51
- 55249110622
- Harmata, M.; Huang, C.; Rooshenas, P.; Schreiner, P. R. Angew. Chem., Int. Ed. 2008, 47, 8696-8699
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 8696-8699
- Harmata, M.¹ Huang, C.² Rooshenas, P.³ Schreiner, P.R.⁴

52
- 13344291349
- Bevan, C. W. L.; Patel, M. B.; Rees, A. H.; Harris, D. R.; Marshak, M. L.; Mills, H. H. Chem. Ind. 1965, 14, 603-604
- (1965) Chem. Ind. , vol.14 , pp. 603-604
- Bevan, C.W.L.¹ Patel, M.B.² Rees, A.H.³ Harris, D.R.⁴ Marshak, M.L.⁵ Mills, H.H.⁶

53
- 40749137301
- Vercauteren, J.; Massiot, G.; Le Men-Olivier, L.; Levy, J.; Delaude, C. Bull. Soc. Chim. Fr. 1982, 9-10 (pt. 2) 291-296
- (1982) Bull. Soc. Chim. Fr. , vol.910 , Issue.PART 2 , pp. 291-296
- Vercauteren, J.¹ Massiot, G.² Le Men-Olivier, L.³ Levy, J.⁴ Delaude, C.⁵

54
- 0345491105
- Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789
- (1988) Phys. Rev. B , vol.37 , pp. 785-789
- Lee, C.¹ Yang, W.² Parr, R.G.³

55
- 0000189651
- Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652
- (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
- Becke, A.D.¹

56
- 34250817103
- Becke, A. D. J. Chem. Phys. 1993, 98, 1372-1377
- (1993) J. Chem. Phys. , vol.98 , pp. 1372-1377
- Becke, A.D.¹

57
- 33751157732
- Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623-11627
- (1994) J. Phys. Chem. , vol.98 , pp. 11623-11627
- Stephens, P.J.¹ Devlin, F.J.² Chabalowski, C.F.³ Frisch, M.J.⁴

58
- 17244367197
- Andersson, M. P.; Uvdal, P. J. Phys. Chem. A 2005, 109, 2937-2941
- (2005) J. Phys. Chem. A , vol.109 , pp. 2937-2941
- Andersson, M.P.¹ Uvdal, P.²

59
- 0003568278
- In; Schaefer, H. F. III, Plenum: NY.
- Dunning, T. H.; Hay, P. J. In Modern Theoretical Chemistry, Vol. 4: Applications of Electronic Structure Theory; Schaefer, H. F., III, Ed.; Plenum: NY, 1977.
- (1977) Modern Theoretical Chemistry, Vol. 4: Applications of Electronic Structure Theory
- Dunning, T.H.¹ Hay, P.J.²

60
- 33745770836
- Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270-283
- (1985) J. Chem. Phys. , vol.82 , pp. 270-283
- Hay, P.J.¹ Wadt, W.R.²

61
- 27344448074
- Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299-310
- (1985) J. Chem. Phys. , vol.82 , pp. 299-310
- Hay, P.J.¹ Wadt, W.R.²

62
- 0006073669
- Wadt, W. R.; Hay, P. J. J. Chem. Phys. 1985, 82, 284-298
- (1985) J. Chem. Phys. , vol.82 , pp. 284-298
- Wadt, W.R.¹ Hay, P.J.²

63
- 84938275079
- versions 7.0-7.9, New York, NY. - 2012
- Jaguar, versions 7.0-7.9, Schrödinger, L. L. C., New York, NY, 2007-2012.
- Jaguar , pp. 2007
- Schrödinger, L.L.C.¹

64
- 77951680464
- Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. J. Chem. Phys. 2010, 132, 154104
- (2010) J. Chem. Phys. , vol.132 , pp. 154104
- Grimme, S.¹ Antony, J.² Ehrlich, S.³ Krieg, H.⁴

65
- 79952981826
- Goerigk, L.; Grimme, S. Phys. Chem. Chem. Phys. 2011, 13, 6670-6688
- (2011) Phys. Chem. Chem. Phys. , vol.13 , pp. 6670-6688
- Goerigk, L.¹ Grimme, S.²

66
- 84886289480
- Lopchuk, J. M.; Hughes, R. P.; Gribble, G. W. Org. Lett. 2013, 15, 5218-5221
- (2013) Org. Lett. , vol.15 , pp. 5218-5221
- Lopchuk, J.M.¹ Hughes, R.P.² Gribble, G.W.³

67
- 0000304948
- Tannor, D. J.; Marten, B.; Murphy, R.; Friesner, R. A.; Sitkoff, D.; Nicholls, A.; Honig, B.; Ringnalda, M.; Goddard, W. A. J. Am. Chem. Soc. 1994, 116, 11875-11882
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 11875-11882
- Tannor, D.J.¹ Marten, B.² Murphy, R.³ Friesner, R.A.⁴ Sitkoff, D.⁵ Nicholls, A.⁶ Honig, B.⁷ Ringnalda, M.⁸ Goddard, W.A.⁹

68
- 0030180875
- Marten, B.; Kim, K.; Cortis, C.; Friesner, R. A.; Murphy, R. B.; Ringnalda, M. N.; Sitkoff, D.; Honig, B. J. Phys. Chem. 1996, 100, 11775-11788
- (1996) J. Phys. Chem. , vol.100 , pp. 11775-11788
- Marten, B.¹ Kim, K.² Cortis, C.³ Friesner, R.A.⁴ Murphy, R.B.⁵ Ringnalda, M.N.⁶ Sitkoff, D.⁷ Honig, B.⁸

69
- 74849129639
- Bettinger, H. F. Angew. Chem., Int. Ed. 2010, 49, 670-671
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 670-671
- Bettinger, H.F.¹

70
- 33847100452
- Kelly, C. P.; Cramer, C. J.; Truhlar, D. G. J. Phys. Chem. B 2007, 111, 408-422
- (2007) J. Phys. Chem. B , vol.111 , pp. 408-422
- Kelly, C.P.¹ Cramer, C.J.² Truhlar, D.G.³

71
- 0042986234
- Ellingboe, J. L.; Runnels, J. H. J. Chem. Eng. Data 1966, 11, 323-324
- (1966) J. Chem. Eng. Data , vol.11 , pp. 323-324
- Ellingboe, J.L.¹ Runnels, J.H.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.