SCOPUS 정보 검색 플랫폼

Organic Chemistry Frontiers

Volumn 1, Issue 1, 2014, Pages 68-72

Chiral primary amine catalysed asymmetric conjugate addition of azoles to α-substituted vinyl ketones

(4) Fu, Niankai a Zhang, Long a,b Luo, Sanzhong a,b Cheng, Jin Pei a,b

a INSTITUTE OF CHEMISTRY (China)

b School of Pharmaceutical Science and Technology (China)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; KETONES;

ASYMMETRIC CONJUGATE ADDITION; C-N BOND FORMATIONS; DFT CALCULATION; HIGH ENANTIOSELECTIVITY; PRIMARY AMINES; PROTONATION REACTIONS; VINYL KETONES;

AMINES;

EID: 84901854236 PISSN: 20524110 EISSN: 20524129 Source Type: Journal
DOI: 10.1039/c3qo00027c Document Type: Article

Times cited : (33)

References (52)

1
- 0003455624
- Pergamon, Oxford, 2nd edn
- A. R. Katritzky and A. F. Pozharskii, Handbook of Heterocyclic Chemistry, Pergamon, Oxford, 2nd edn, 2002
- (2002) Handbook of Heterocyclic Chemistry
- Katritzky, A.R.¹ Pozharskii, A.F.²

2
- 0004061172
- Blackwell Science, Oxford, 4th edn
- J. A. Joule and K. Mills, Heterocyclic Chemistry, Blackwell Science, Oxford, 4th edn, 2000
- (2000) Heterocyclic Chemistry
- Joule, J.A.¹ Mills, K.²

3
- 0004039074
- Wiley-VCH, New York, 2nd edn
- T. Eicher and S. Hauptmann, The Chemistry of Heterocycles, Wiley-VCH, New York, 2nd edn, 2003
- (2003) The Chemistry of Heterocycles
- Eicher, T.¹ Hauptmann, S.²

4
- 0032882718
- M. A. Ghannoum L. B. Rice Clin. Microbiol. Rev. 1999 12 501
- (1999) Clin. Microbiol. Rev. , vol.12 , pp. 501
- Ghannoum, M.A.¹ Rice, L.B.²

5
- 0037371154
- For recent review on organocatalytic asymmetric Aza-Michael Additions, see
- M. G. M. Purwanto K. Weisz Curr. Org. Chem. 2003 7 427
- (2003) Curr. Org. Chem. , vol.7 , pp. 427
- Purwanto, M.G.M.¹ Weisz, K.²

6
- 70350506798
- For selected examples of asymmetric Aza-Michael Addition reactions, see
- D. Enders C. Wang J. X. Liebich Chem.-Eur. J. 2009 15 11058
- (2009) Chem.-Eur. J. , vol.15 , pp. 11058
- Enders, D.¹ Wang, C.² Liebich, J.X.³

7
- 0033615304
- J. K. Myers E. N. Jacobsen J. Am. Chem. Soc. 1999 121 8959
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 8959
- Myers, J.K.¹ Jacobsen, E.N.²

8
- 0037448902
- G. M. Sammis E. N. Jacobsen J. Am. Chem. Soc. 2003 125 4442
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 4442
- Sammis, G.M.¹ Jacobsen, E.N.²

9
- 0141725892
- M. S. Taylor E. N. Jacobsen J. Am. Chem. Soc. 2003 125 11204
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11204
- Taylor, M.S.¹ Jacobsen, E.N.²

10
- 8844224056
- C. D. Vanderwal E. N. Jacobsen J. Am. Chem. Soc. 2004 126 14724
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 14724
- Vanderwal, C.D.¹ Jacobsen, E.N.²

11
- 18044395960
- M. Gandelman E. N. Jacobsen Angew. Chem., Int. Ed. 2005 44 2393
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 2393
- Gandelman, M.¹ Jacobsen, E.N.²

12
- 34250157969
- P. Dinér M. Nielsen M. Marigo K. A. Jørgensen Angew. Chem., Int. Ed. 2007 46 1983
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 1983
- Dinér, P.¹ Nielsen, M.² Marigo, M.³ Jørgensen, K.A.⁴

13
- 34250214980
- U. Uria J. L. Vicario D. Badia L. Carrillo Chem. Commun. 2007 2509
- (2007) Chem. Commun. , pp. 2509
- Uria, U.¹ Vicario, J.L.² Badia, D.³ Carrillo, L.⁴

14
- 78651495410
- U. Uria E. Reyes J. L. Vicario D. Badía L. Carrillo Org. Lett. 2011 13 336
- (2011) Org. Lett. , vol.13 , pp. 336
- Uria, U.¹ Reyes, E.² Vicario, J.L.³ Badía, D.⁴ Carrillo, L.⁵

15
- 65549125478
- Q. Lin D. Meloni Y. Pan M. Xia J. Rodgers S. Shepard M. Li L. Galya B. Metcalf T.-Y. Yue P. Liu J. Zhou Org. Lett. 2009 11 1999
- (2009) Org. Lett. , vol.11 , pp. 1999
- Lin, Q.¹ Meloni, D.² Pan, Y.³ Xia, M.⁴ Rodgers, J.⁵ Shepard, S.⁶ Li, M.⁷ Galya, L.⁸ Metcalf, B.⁹ Yue, T.-Y.¹⁰ Liu, P.¹¹ Zhou, J.¹²

16
- 33645952383
- J. Wang H. Li L. S. Zu W. Wang Org. Lett. 2006 8 1391
- (2006) Org. Lett. , vol.8 , pp. 1391
- Wang, J.¹ Li, H.² Zu, L.S.³ Wang, W.⁴

17
- 34548349195
- J. Wang L. Zu H. Li H. Xie W. Wang Synthesis 2007 2576
- (2007) Synthesis , pp. 2576
- Wang, J.¹ Zu, L.² Li, H.³ Xie, H.⁴ Wang, W.⁵

18
- 67650086617
- G. S. Luo S. L. Zhang W. H. Duan W. Wang Synthesis 2009 1564
- (2009) Synthesis , pp. 1564
- Luo, G.S.¹ Zhang, S.L.² Duan, W.H.³ Wang, W.⁴

19
- 77950243432
- J. Lv H. Wu Y. M. Wang Eur. J. Org. Chem. 2010 2073
- (2010) Eur. J. Org. Chem. , pp. 2073
- Lv, J.¹ Wu, H.² Wang, Y.M.³

20
- 79953249252
- J. Wang W. T. Wang X. H. Liu Z. R. Hou L. L. Lin X. M. Feng Eur. J. Org. Chem. 2011 2039
- (2011) Eur. J. Org. Chem. , pp. 2039
- Wang, J.¹ Wang, W.T.² Liu, X.H.³ Hou, Z.R.⁴ Lin, L.L.⁵ Feng, X.M.⁶

21
- 79953169154
- H.-M. Guo T.-F. Yuan H.-Y. Niu J.-Y. Liu R.-Z. Mao D.-Y. Li G.-R. Qu Chem.-Eur. J. 2011 17 4095
- (2011) Chem.-Eur. J. , vol.17 , pp. 4095
- Guo, H.-M.¹ Yuan, T.-F.² Niu, H.-Y.³ Liu, J.-Y.⁴ Mao, R.-Z.⁵ Li, D.-Y.⁶ Qu, G.-R.⁷

22
- 84869066855
- H. Wu Z. Tian L. Zhang Y. Huang Y. Wang Adv. Synth. Catal. 2012 354 2977
- (2012) Adv. Synth. Catal. , vol.354 , pp. 2977
- Wu, H.¹ Tian, Z.² Zhang, L.³ Huang, Y.⁴ Wang, Y.⁵

23
- 80054103568
- H. Li J. Zhao L. Zeng W. Hu J. Org. Chem. 2011 76 8064
- (2011) J. Org. Chem. , vol.76 , pp. 8064
- Li, H.¹ Zhao, J.² Zeng, L.³ Hu, W.⁴

24
- 84875960985
- For recent review, see
- H.-J. Lee C.-W. Cho J. Org. Chem. 2013 78 3306
- (2013) J. Org. Chem. , vol.78 , pp. 3306
- Lee, H.-J.¹ Cho, C.-W.²

25
- 4143114533
- W. Notz F. Tanaka C. F. Barbas III Acc. Chem. Res. 2004 37 580
- (2004) Acc. Chem. Res. , vol.37 , pp. 580
- Notz, W.¹ Tanaka, F.² Barbas, C.F.³

26
- 38349100690
- S. Mukherjee J. W. Yang S. Hoffmann B. List Chem. Rev. 2007 107 5471
- (2007) Chem. Rev. , vol.107 , pp. 5471
- Mukherjee, S.¹ Yang, J.W.² Hoffmann, S.³ List, B.⁴

27
- 33745715054
- G. Lelais D. W. C. MacMillan Aldrichimica Acta 2006 39 79
- (2006) Aldrichimica Acta , vol.39 , pp. 79
- Lelais, G.¹ MacMillan, D.W.C.²

28
- 38349178582
- A. Erkkila I. Majander P. M. Pihko Chem. Rev. 2007 107 5416
- (2007) Chem. Rev. , vol.107 , pp. 5416
- Erkkila, A.¹ Majander, I.² Pihko, P.M.³

29
- 84858633852
- K. L. Jensen G. Dickmeiss H. Jiang L. Albrecht K. A. Jørgensen Acc. Chem. Res. 2012 45 248
- (2012) Acc. Chem. Res. , vol.45 , pp. 248
- Jensen, K.L.¹ Dickmeiss, G.² Jiang, H.³ Albrecht, L.⁴ Jørgensen, K.A.⁵

30
- 84863951666
- For reviews on enantioselective protonation, see
- P. Chauhan S. S. Chimni RSC Adv. 2012 2 6117
- (2012) RSC Adv. , vol.2 , pp. 6117
- Chauhan, P.¹ Chimni, S.S.²

31
- 0000184712
- in, ed. E. N. Jacobsen, A. Pfaltz and H. Yamamoto, Springer, Heidelberg, p.
- A. Yanagisawa and H. Yamamoto, in Comprehensive Asymmetric Catalysis Vol. III, ed., E. N. Jacobsen, A. Pfaltz, and, H. Yamamoto, Springer, Heidelberg, 1999, p. 1295
- (1999) Comprehensive Asymmetric Catalysis Vol. III , pp. 1295
- Yanagisawa, A.¹ Yamamoto, H.²

32
- 9644291545
- L. Duhamel P. Duhamel J.-C. Plaquevent Tetrahedron: Asymmetry 2004 15 3653
- (2004) Tetrahedron: Asymmetry , vol.15 , pp. 3653
- Duhamel, L.¹ Duhamel, P.² Plaquevent, J.-C.³

33
- 33751146774
- C. Fehr Angew. Chem., Int. Ed. Engl. 1996 35 2566
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2566
- Fehr, C.¹

34
- 56049094107
- J. Blanchet J. Baudoux M. Amere M.-C. Lasne J. Rouden Eur. J. Org. Chem. 2008 5493
- (2008) Eur. J. Org. Chem. , pp. 5493
- Blanchet, J.¹ Baudoux, J.² Amere, M.³ Lasne, M.-C.⁴ Rouden, J.⁵

35
- 69249201073
- For an account, see
- J. T. Mohr A. Y. Hong B. M. Stoltz Nat. Chem. 2009 1 359
- (2009) Nat. Chem. , vol.1 , pp. 359
- Mohr, J.T.¹ Hong, A.Y.² Stoltz, B.M.³

36
- 84862752822
- For examples, see
- L. Zhang S. Luo Synlett. 2012 1575
- (2012) Synlett. , pp. 1575
- Zhang, L.¹ Luo, S.²

37
- 69449101138
- J. Li X. Li P. Zhou L. Zhang S. Luo J.-P. Cheng Eur. J. Org. Chem. 2009 4486
- (2009) Eur. J. Org. Chem. , pp. 4486
- Li, J.¹ Li, X.² Zhou, P.³ Zhang, L.⁴ Luo, S.⁵ Cheng, J.-P.⁶

38
- 78650138853
- J. Li N. Fu L. Zhang P. Zhou S. Luo J.-P. Cheng Eur. J. Org. Chem. 2010 6840
- (2010) Eur. J. Org. Chem. , pp. 6840
- Li, J.¹ Fu, N.² Zhang, L.³ Zhou, P.⁴ Luo, S.⁵ Cheng, J.-P.⁶

39
- 81755183021
- N. Fu L. Zhang J. Li S. Luo J.-P. Cheng Angew. Chem., Int. Ed. 2011 50 11451
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 11451
- Fu, N.¹ Zhang, L.² Li, J.³ Luo, S.⁴ Cheng, J.-P.⁵

40
- 84887017605
- N. Fu L. Zhang S. Luo J.-P. Cheng Chem.-Eur. J. 2013 19 15669
- (2013) Chem.-Eur. J. , vol.19 , pp. 15669
- Fu, N.¹ Zhang, L.² Luo, S.³ Cheng, J.-P.⁴

42
- 25044455217
- M. Head-Gordon J. A. Pople M. J. Frisch Chem. Phys. Lett. 1988 153 503
- (1988) Chem. Phys. Lett. , vol.153 , pp. 503
- Head-Gordon, M.¹ Pople, J.A.² Frisch, M.J.³

43
- 0001006433
- M. J. Frisch M. Head-Gordon J. A. Pople Chem. Phys. Lett. 1990 166 275
- (1990) Chem. Phys. Lett. , vol.166 , pp. 275
- Frisch, M.J.¹ Head-Gordon, M.² Pople, J.A.³

44
- 0004214970
- M. J. Frisch M. Head-Gordon J. A. Pople Chem. Phys. Lett. 1990 166 281
- (1990) Chem. Phys. Lett. , vol.166 , pp. 281
- Frisch, M.J.¹ Head-Gordon, M.² Pople, J.A.³

45
- 0000949944
- M. Head-Gordon T. Head-Gordon Chem. Phys. Lett. 1994 220 122
- (1994) Chem. Phys. Lett. , vol.220 , pp. 122
- Head-Gordon, M.¹ Head-Gordon, T.²

46
- 0002319063
- S. Seabo J. Almlof Chem. Phys. Lett. 1989 154 83
- (1989) Chem. Phys. Lett. , vol.154 , pp. 83
- Seabo, S.¹ Almlof, J.²

47
- 0000189651
- A. D. Becke J. Chem. Phys. 1993 98 5648
- (1993) J. Chem. Phys. , vol.98 , pp. 5648
- Becke, A.D.¹

48
- 0345491105
- C. Lee W. Yang R. G. Parr Phys. Rev. B 1988 37 785
- (1988) Phys. Rev. B , vol.37 , pp. 785
- Lee, C.¹ Yang, W.² Parr, R.G.³

49
- 84961985847
- V. Barone M. Cossi J. Phys. Chem. A 1998 102 1995
- (1998) J. Phys. Chem. A , vol.102 , pp. 1995
- Barone, V.¹ Cossi, M.²

50
- 84962349001
- M. Cossi N. Rega G. Scalmani V. Barone J. Comput. Chem. 2003 24 669
- (2003) J. Comput. Chem. , vol.24 , pp. 669
- Cossi, M.¹ Rega, N.² Scalmani, G.³ Barone, V.⁴

51
- 84962428785
- V. Barone M. Cossi J. Tomasi J. Comput. Chem. 1998 19 404
- (1998) J. Comput. Chem. , vol.19 , pp. 404
- Barone, V.¹ Cossi, M.² Tomasi, J.³

52
- 84962361532
- The absolute configuration was determined by analogy with compound 8c. A derivative of 8c was characterized by X-ray crystallography. See ESI for details
- Y. Takano K. N. Houk J. Chem. Theory Comput. 2005 1 70
- (2005) J. Chem. Theory Comput. , vol.1 , pp. 70
- Takano, Y.¹ Houk, K.N.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.