SCOPUS 정보 검색 플랫폼

Volumn 23, Issue 18-19, 2012, Pages 1343-1349

Enantioselective synthesis of 2-amino-5,6,7,8-tetrahydro-5-oxo-4H-chromene- 3-carbonitriles using squaramide as the catalyst

(2) Gao, Yu a Du, Da Ming a

a BEIJING INSTITUTE OF TECHNOLOGY (China)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINO 5,6,7,8 TETRAHYDRO 5 OXO 4H CHROMENE 3 CARBONITRILE; CHROMENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CYCLIZATION; ENANTIOSELECTIVITY; MICHAEL ADDITION; PRIORITY JOURNAL; SYNTHESIS;

EID: 84867833554 PISSN: 09574166 EISSN: 1362511X Source Type: Journal
DOI: 10.1016/j.tetasy.2012.09.011 Document Type: Article

Times cited : (38)

References (65)

1
- 33645470355
- M. Curini, G. Cravotto, F. Epofano, and G. Giannone Curr. Med. Chem. 13 2006 199
- (2006) Curr. Med. Chem. , vol.13 , pp. 199
- Curini, M.¹ Cravotto, G.² Epofano, F.³ Giannone, G.⁴

2
- 79959602535
- Y.M. Litvinov, and A.M. Shestopalov Adv. Heterocycl. Chem. 103 2011 175
- (2011) Adv. Heterocycl. Chem. , vol.103 , pp. 175
- Litvinov, Y.M.¹ Shestopalov, A.M.²

3
- 4243159924
- R.W. Desimone, K.S. Currie, S.A. Mitchell, J.W. Darrow, and D.A. Pippin Comb. Chem. High Throughput Screening 7 2004 473
- (2004) Comb. Chem. High Throughput Screening , vol.7 , pp. 473
- Desimone, R.W.¹ Currie, K.S.² Mitchell, S.A.³ Darrow, J.W.⁴ Pippin, D.A.⁵

4
- 35448950092
- A.A. Patchett, and R.P. Nargund Ann. Rep. Med. Chem. 35 2000 289
- (2000) Ann. Rep. Med. Chem. , vol.35 , pp. 289
- Patchett, A.A.¹ Nargund, R.P.²

5
- 25144441808
- For selected examples, see: W. Kemnitzer, S. Kasibhatla, S. Jiang, H. Zhang, J. Zhao, S. Jia, L. Xu, C. Crogan-Grundy, R. Denis, N. Barriault, L. Vaillancourt, S. Charron, J. Dodd, G. Attardo, D. Labrecque, S. Lamothe, H. Gourdeau, B. Tseng, J. Drewe, and S.X. Cai Bioorg. Med. Chem. Lett. 15 2005 4745
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 4745
- Kemnitzer, W.¹ Kasibhatla, S.² Jiang, S.³ Zhang, H.⁴ Zhao, J.⁵ Jia, S.⁶ Xu, L.⁷ Crogan-Grundy, C.⁸ Denis, R.⁹ Barriault, N.¹⁰ Vaillancourt, L.¹¹ Charron, S.¹² Dodd, J.¹³ Attardo, G.¹⁴ Labrecque, D.¹⁵ Lamothe, S.¹⁶ Gourdeau, H.¹⁷ Tseng, B.¹⁸ Drewe, J.¹⁹ Cai, S.X.²⁰ more..

6
- 64549160531
- A.A. Jensen, M.N. Erichsen, C.W. Nielsen, T.B. Stensbol, J. Kehler, and L. Bunch J. Med. Chem. 52 2009 912
- (2009) J. Med. Chem. , vol.52 , pp. 912
- Jensen, A.A.¹ Erichsen, M.N.² Nielsen, C.W.³ Stensbol, T.B.⁴ Kehler, J.⁵ Bunch, L.⁶

7
- 41949121486
- D. Grée, S. Vorin, V.L. Manthati, F. Caijo, G. Viault, F. Manero, P. Juin, and R. Grée Tetrahedron Lett. 49 2008 3276
- (2008) Tetrahedron Lett. , vol.49 , pp. 3276
- Grée, D.¹ Vorin, S.² Manthati, V.L.³ Caijo, F.⁴ Viault, G.⁵ Manero, F.⁶ Juin, P.⁷ Grée, R.⁸

8
- 67650444001
- D. Kumar, V.B. Reddy, S. Sharad, U. Dube, and S. Kapur Eur. J. Med. Chem. 44 2009 3805
- (2009) Eur. J. Med. Chem. , vol.44 , pp. 3805
- Kumar, D.¹ Reddy, V.B.² Sharad, S.³ Dube, U.⁴ Kapur, S.⁵

9
- 0035843369
- For selected examples, see: R. Ballini, G. Bosica, M.L. Conforti, R. Maggi, A. Mazzacani, P. Righi, and G. Sartori Tetrahedron 57 2001 1395
- (2001) Tetrahedron , vol.57 , pp. 1395
- Ballini, R.¹ Bosica, G.² Conforti, M.L.³ Maggi, R.⁴ Mazzacani, A.⁵ Righi, P.⁶ Sartori, G.⁷

10
- 34047202588
- S. Abdolmohammadi, and S. Balalaie Tetrahedron Lett. 48 2007 3299
- (2007) Tetrahedron Lett. , vol.48 , pp. 3299
- Abdolmohammadi, S.¹ Balalaie, S.²

11
- 48549093022
- S. Gao, C.H. Tsai, C. Tseng, and C.-F. Yao Tetrahedron 64 2008 9143
- (2008) Tetrahedron , vol.64 , pp. 9143
- Gao, S.¹ Tsai, C.H.² Tseng, C.³ Yao, C.-F.⁴

12
- 71549162584
- K. Kumaravel, and G. Vasuki Green Chem. 11 2009 1945
- (2009) Green Chem. , vol.11 , pp. 1945
- Kumaravel, K.¹ Vasuki, G.²

13
- 66049157423
- J.M. Khurana, and S. Kumar Tetrahedron Lett. 50 2009 4125
- (2009) Tetrahedron Lett. , vol.50 , pp. 4125
- Khurana, J.M.¹ Kumar, S.²

14
- 77953122591
- M.N. Elinson, A.I. Ilovaisky, V.M. Merkulova, P.A. Belyakov, A.O. Chizhov, and G.I. Nikishin Tetrahedron 66 2010 4043
- (2010) Tetrahedron , vol.66 , pp. 4043
- Elinson, M.N.¹ Ilovaisky, A.I.² Merkulova, V.M.³ Belyakov, P.A.⁴ Chizhov, A.O.⁵ Nikishin, G.I.⁶

15
- 78049367084
- L. Moafi, S. Ahadi, and A. Bazgir Tetrahedron Lett. 51 2010 6270
- (2010) Tetrahedron Lett. , vol.51 , pp. 6270
- Moafi, L.¹ Ahadi, S.² Bazgir, A.³

16
- 79960283055
- M. Boominathan, M. Nagaraj, S. Muthusubramanian, and R.V. Krishnakumar Tetrahedron 67 2011 6057
- (2011) Tetrahedron , vol.67 , pp. 6057
- Boominathan, M.¹ Nagaraj, M.² Muthusubramanian, S.³ Krishnakumar, R.V.⁴

17
- 78650841063
- Z. Dong, X. Liu, J. Feng, M. Wang, L. Lin, and X. Feng Eur. J. Org. Chem. 2011 137
- (2011) Eur. J. Org. Chem. , pp. 137
- Dong, Z.¹ Liu, X.² Feng, J.³ Wang, M.⁴ Lin, L.⁵ Feng, X.⁶

18
- 80052762583
- W. Chen, Y. Cai, X. Fu, X. Liu, L. Lin, and X. Feng Org. Lett. 13 2011 4910
- (2011) Org. Lett. , vol.13 , pp. 4910
- Chen, W.¹ Cai, Y.² Fu, X.³ Liu, X.⁴ Lin, L.⁵ Feng, X.⁶

19
- 41449086772
- X.S. Wang, G.S. Yang, and G. Zhao Tetrahedron: Asymmetry 19 2008 709
- (2008) Tetrahedron: Asymmetry , vol.19 , pp. 709
- Wang, X.S.¹ Yang, G.S.² Zhao, G.³

20
- 62749200992
- S. Gogoi, and C.-G. Zhao Tetrahedron Lett. 50 2009 2252
- (2009) Tetrahedron Lett. , vol.50 , pp. 2252
- Gogoi, S.¹ Zhao, C.-G.²

21
- 74749085114
- D.R. Ding, and C.G. Zhao Tetrahedron Lett. 51 2010 1322
- (2010) Tetrahedron Lett. , vol.51 , pp. 1322
- Ding, D.R.¹ Zhao, C.G.²

22
- 80755135407
- N. Ramireddy, S. Abbaraju, and C.-G. Zhao Tetrahedron Lett. 52 2011 6792
- (2011) Tetrahedron Lett. , vol.52 , pp. 6792
- Ramireddy, N.¹ Abbaraju, S.² Zhao, C.-G.³

23
- 84862908851
- G. Zhang, Y.H. Zhang, J.X. Yan, R. Chen, S.L. Wang, Y.X. Ma, and R. Wang J. Org. Chem. 77 2012 878
- (2012) J. Org. Chem. , vol.77 , pp. 878
- Zhang, G.¹ Zhang, Y.H.² Yan, J.X.³ Chen, R.⁴ Wang, S.L.⁵ Ma, Y.X.⁶ Wang, R.⁷

24
- 78649959108
- Q. Ren, Y.J. Gao, and J. Wang Chem. Eur. J. 16 2010 13594
- (2010) Chem. Eur. J. , vol.16 , pp. 13594
- Ren, Q.¹ Gao, Y.J.² Wang, J.³

25
- 79959667131
- Q. Ren, W.-Y. Siau, Z. Du, K. Zhang, and J. Wang Chem. Eur. J. 17 2011 7781
- (2011) Chem. Eur. J. , vol.17 , pp. 7781
- Ren, Q.¹ Siau, W.-Y.² Du, Z.³ Zhang, K.⁴ Wang, J.⁵

26
- 80054106015
- Z. Du, W.-Y. Siau, and J. Wang Tetrahedron Lett. 52 2011 6137
- (2011) Tetrahedron Lett. , vol.52 , pp. 6137
- Du, Z.¹ Siau, W.-Y.² Wang, J.³

27
- 84861704678
- G. Yang, C. Luo, X. Mu, T. Wang, and X.-Y. Liu Chem. Commun. 48 2012 5880
- (2012) Chem. Commun. , vol.48 , pp. 5880
- Yang, G.¹ Luo, C.² Mu, X.³ Wang, T.⁴ Liu, X.-Y.⁵

28
- 79959520911
- S. Muramulla, and C.-G. Zhao Tetrahedron Lett. 52 2011 3905
- (2011) Tetrahedron Lett. , vol.52 , pp. 3905
- Muramulla, S.¹ Zhao, C.-G.²

29
- 84864580567
- W.J. Li, H. Liu, X.F. Jiang, and J. Wang ACS Catal. 2 2012 1535
- (2012) ACS Catal. , vol.2 , pp. 1535
- Li, W.J.¹ Liu, H.² Jiang, X.F.³ Wang, J.⁴

30
- 73349143307
- J.W. Xie, X. Huang, L.P. Fan, D.C. Xu, X.S. Li, H. Su, and Y.H. Wen Adv. Synth. Catal. 351 2009 3077
- (2009) Adv. Synth. Catal. , vol.351 , pp. 3077
- Xie, J.W.¹ Huang, X.² Fan, L.P.³ Xu, D.C.⁴ Li, X.S.⁵ Su, H.⁶ Wen, Y.H.⁷

31
- 29844448114
- For selected reviews, see: Y. Takemoto Org. Biomol. Chem. 3 2005 4299
- (2005) Org. Biomol. Chem. , vol.3 , pp. 4299
- Takemoto, Y.¹

32
- 33646468489
- M.S. Taylor, and E.N. Jacobsen Angew. Chem., Int. Ed. 45 2006 1520
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 1520
- Taylor, M.S.¹ Jacobsen, E.N.²

33
- 33746277515
- S.J. Connon Chem. Eur. J. 12 2006 5418
- (2006) Chem. Eur. J. , vol.12 , pp. 5418
- Connon, S.J.¹

34
- 80055037232
- W.-Y. Siau, and J. Wang Catal. Sci. Technol. 1 2011 1298
- (2011) Catal. Sci. Technol. , vol.1 , pp. 1298
- Siau, W.-Y.¹ Wang, J.²

35
- 0142072631
- For selected examples, see: T. Okino, Y. Hoashi, and Y. Takemoto J. Am. Chem. Soc. 125 2003 12672
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 12672
- Okino, T.¹ Hoashi, Y.² Takemoto, Y.³

36
- 11844302258
- T. Okino, Y. Hoashi, T. Furukawa, X. Xu, and Y. Takemoto J. Am. Chem. Soc. 127 2005 119
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 119
- Okino, T.¹ Hoashi, Y.² Furukawa, T.³ Xu, X.⁴ Takemoto, Y.⁵

37
- 26844450640
- S.H. McCooey, and S.J. Connon Angew. Chem., Int. Ed. 44 2005 6367
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 6367
- McCooey, S.H.¹ Connon, S.J.²

38
- 25444473664
- J. Ye, D.J. Dixon, and P.S. Hynes Chem. Commun. 35 2005 4481
- (2005) Chem. Commun. , vol.35 , pp. 4481
- Ye, J.¹ Dixon, D.J.² Hynes, P.S.³

39
- 33744928626
- H. Huang, and E.N. Jacobsen J. Am. Chem. Soc. 128 2006 7170
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 7170
- Huang, H.¹ Jacobsen, E.N.²

40
- 33746643770
- C. Cao, M. Ye, X. Sun, and Y. Tang Org. Lett. 8 2006 2901
- (2006) Org. Lett. , vol.8 , pp. 2901
- Cao, C.¹ Ye, M.² Sun, X.³ Tang, Y.⁴

41
- 33947169944
- K. Liu, H.-F. Cui, J. Nie, K.-Y. Dong, X.-J. Li, and J.-A. Ma Org. Lett. 9 2007 923
- (2007) Org. Lett. , vol.9 , pp. 923
- Liu, K.¹ Cui, H.-F.² Nie, J.³ Dong, K.-Y.⁴ Li, X.-J.⁵ Ma, J.-A.⁶

42
- 53849128905
- C. Rabalakos, and W.D. Wulff J. Am. Chem. Soc. 130 2008 13524
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 13524
- Rabalakos, C.¹ Wulff, W.D.²

43
- 40549096381
- C.-J. Wang, Z.-H. Zhang, X.-Q. Dong, and X.-J. Wu Chem. Commun. 2008 1431
- (2008) Chem. Commun. , pp. 1431
- Wang, C.-J.¹ Zhang, Z.-H.² Dong, X.-Q.³ Wu, X.-J.⁴

44
- 51649096678
- W.M. Zhou, H. Liu, and D.M. Du Org. Lett. 10 2008 2817
- (2008) Org. Lett. , vol.10 , pp. 2817
- Zhou, W.M.¹ Liu, H.² Du, D.M.³

45
- 79958185446
- For reviews of squaramides, see: J. Alemán, A. Parra, H. Jiang, and K.A. Jorgensen Chem. Eur. J. 17 2011 6890
- (2011) Chem. Eur. J. , vol.17 , pp. 6890
- Alemán, J.¹ Parra, A.² Jiang, H.³ Jorgensen, K.A.⁴

46
- 79954605268
- R.I. Storer, C. Aciro, and L.H. Jones Chem. Soc. Rev. 40 2011 2330
- (2011) Chem. Soc. Rev. , vol.40 , pp. 2330
- Storer, R.I.¹ Aciro, C.² Jones, L.H.³

47
- 55549133297
- For selected examples of squaramide-catalyzed asymmetric reactions, see: J.P. Malerich, K. Hagihara, and V.H. Rawal J. Am. Chem. Soc. 130 2008 14416
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 14416
- Malerich, J.P.¹ Hagihara, K.² Rawal, V.H.³

48
- 73349133357
- Y. Zhu, J.P. Malerich, and V.H. Rawal Angew. Chem., Int. Ed. 49 2010 153
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 153
- Zhu, Y.¹ Malerich, J.P.² Rawal, V.H.³

49
- 78650333733
- W. Yang, and D.M. Du Org. Lett. 12 2010 5450
- (2010) Org. Lett. , vol.12 , pp. 5450
- Yang, W.¹ Du, D.M.²

50
- 77950829460
- D.Q. Xu, Y.-F. Wang, W. Zhang, S.-P. Luo, A.-G. Zhong, A.-B. Xia, and Z.-Y. Xu Chem. Eur. J. 16 2010 4177
- (2010) Chem. Eur. J. , vol.16 , pp. 4177
- Xu, D.Q.¹ Wang, Y.-F.² Zhang, W.³ Luo, S.-P.⁴ Zhong, A.-G.⁵ Xia, A.-B.⁶ Xu, Z.-Y.⁷

51
- 77956898317
- L. Dai, S.-X. Wang, and F.-E. Chen Adv. Synth. Catal. 352 2010 2137
- (2010) Adv. Synth. Catal. , vol.352 , pp. 2137
- Dai, L.¹ Wang, S.-X.² Chen, F.-E.³

52
- 81855210933
- W. Yang, and D.M. Du Chem. Commun. 47 2011 12706
- (2011) Chem. Commun. , vol.47 , pp. 12706
- Yang, W.¹ Du, D.M.²

53
- 79957580049
- W. Yang, and D.M. Du Adv. Synth. Catal. 353 2011 1241
- (2011) Adv. Synth. Catal. , vol.353 , pp. 1241
- Yang, W.¹ Du, D.M.²

54
- 78650490188
- S.V. Pansare, and E.K. Paul Chem. Commun. 47 2011 1027
- (2011) Chem. Commun. , vol.47 , pp. 1027
- Pansare, S.V.¹ Paul, E.K.²

55
- 80054731675
- C. Min, X. Han, Z. Liao, X. Wu, H.-B. Zhou, and C. Dong Adv. Synth. Catal. 353 2011 2715
- (2011) Adv. Synth. Catal. , vol.353 , pp. 2715
- Min, C.¹ Han, X.² Liao, Z.³ Wu, X.⁴ Zhou, H.-B.⁵ Dong, C.⁶

56
- 82055163073
- H.Y. Bae, S. Some, J.H. Lee, J.-Y. Kim, M.J. Song, S. Lee, Y.J. Zhang, and C.E. Song Adv. Synth. Catal. 353 2011 3196
- (2011) Adv. Synth. Catal. , vol.353 , pp. 3196
- Bae, H.Y.¹ Some, S.² Lee, J.H.³ Kim, J.-Y.⁴ Song, M.J.⁵ Lee, S.⁶ Zhang, Y.J.⁷ Song, C.E.⁸

57
- 83455195141
- W. Yang, Y. Jia, and D.M. Du Org. Biomol. Chem. 10 2012 332
- (2012) Org. Biomol. Chem. , vol.10 , pp. 332
- Yang, W.¹ Jia, Y.² Du, D.M.³

58
- 84860286272
- Y. Gao, W. Yang, and D. Du M Tetrahedron: Asymmetry 23 2012 339
- (2012) Tetrahedron: Asymmetry , vol.23 , pp. 339
- Gao, Y.¹ Yang, W.² Du, D.M.³

59
- 77649277121
- J.W. Lee, T.H. Ryu, J.S. Oh, H.Y. Bae, H.B. Jang, and C.E. Song Chem. Commun. 2009 7224
- (2009) Chem. Commun. , pp. 7224
- Lee, J.W.¹ Ryu, T.H.² Oh, J.S.³ Bae, H.Y.⁴ Jang, H.B.⁵ Song, C.E.⁶

60
- 76149128427
- D. Fang, H.-B. Zhang, and Z.-L. Liu J. Heterocycl. Chem. 47 2010 63
- (2010) J. Heterocycl. Chem. , vol.47 , pp. 63
- Fang, D.¹ Zhang, H.-B.² Liu, Z.-L.³

61
- 79959952125
- D. Tahmassebi, J.A. Bryson, and S.I. Binz Synth. Commun. 41 2011 2701
- (2011) Synth. Commun. , vol.41 , pp. 2701
- Tahmassebi, D.¹ Bryson, J.A.² Binz, S.I.³

62
- 80555122826
- J.-C. Xu, W.-M. Li, H. Zheng, Y.-F. Lai, and P.-F. Zhang Tetrahedron 67 2011 9582
- (2011) Tetrahedron , vol.67 , pp. 9582
- Xu, J.-C.¹ Li, W.-M.² Zheng, H.³ Lai, Y.-F.⁴ Zhang, P.-F.⁵

63
- 79960267903
- A. Hasaninejad, M. Shekouhy, N. Golzar, A. Zare, and M.M. Doroodmand Appl. Catal. A: General 402 2011 11
- (2011) Appl. Catal. A: General , vol.402 , pp. 11
- Hasaninejad, A.¹ Shekouhy, M.² Golzar, N.³ Zare, A.⁴ Doroodmand, M.M.⁵

64
- 72249097907
- K. Gong, H.-L. Wang, J. Luo, and Z.-L. Liu J. Heterocycl. Chem. 46 2009 1145
- (2009) J. Heterocycl. Chem. , vol.46 , pp. 1145
- Gong, K.¹ Wang, H.-L.² Luo, J.³ Liu, Z.-L.⁴

65
- 78650511787
- C. Yao, B. Jiang, T. Li, B. Qin, X. Feng, H. Zhang, C. Wang, and S. Tu Bioorg. Med. Chem. 21 2011 599
- (2011) Bioorg. Med. Chem. , vol.21 , pp. 599
- Yao, C.¹ Jiang, B.² Li, T.³ Qin, B.⁴ Feng, X.⁵ Zhang, H.⁶ Wang, C.⁷ Tu, S.⁸

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