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Organic and Biomolecular Chemistry

Volumn 8, Issue 14, 2010, Pages 3244-3250

Asymmetric organocatalytic Michael addition of anthrone to enone

(5) Wu, Chunlin a Li, Wenjun a Yang, Juanjuan a Liang, Xinmiao a Ye, Jinxing a

a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRONE; BIFUNCTIONAL; HIGH YIELD; MICHAEL ADDITIONS; ORGANOCATALYSTS; ORGANOCATALYTIC;

ENANTIOSELECTIVITY; THIOUREAS; UREA;

ADDITION REACTIONS;

ANTHRACENE DERIVATIVE; ANTHRONE; CINCHONA ALKALOID; CROSS LINKING REAGENT; KETONE; THIOUREA;

ARTICLE; CATALYSIS; CHEMISTRY; STEREOISOMERISM;

ANTHRACENES; CATALYSIS; CINCHONA ALKALOIDS; CROSS-LINKING REAGENTS; KETONES; STEREOISOMERISM; THIOUREA;

EID: 77954584491 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b927421a Document Type: Article

Times cited : (20)

References (74)

1
- 0003573894
- Pergamon: Oxford, For recent reviews of asymmetric Michael addition reactions, see:
- P. Perlmutter, Conjugate Addition Reactions in Organic Synthesis, Pergamon: Oxford, 1992
- (1992) Conjugate Addition Reactions in Organic Synthesis
- Perlmutter, P.¹

2
- 0003445429
- Springer: Berlin
- E. N. Jacobsen, A. Pfaltz and H. Yamamoto, Comprehensive Asymmetric Catalysis, Springer: Berlin, 1999
- (1999) Comprehensive Asymmetric Catalysis
- Jacobsen, E.N.¹ Pfaltz, A.² Yamamoto, H.³

3
- 47749122232
- Wiley-VCH: Weinheim, Germany
- A. Berkessel and H. Gröger, Asymmetric Organocatalysis, Wiley-VCH: Weinheim, Germany, 2004
- (2004) Asymmetric Organocatalysis
- Berkessel, A.¹ Gröger, H.²

4
- 0006714024
- N. Krause A. Hoffmann-Röer Synthesis 2001 171
- (2001) Synthesis , pp. 171
- Krause, N.¹ Hoffmann-Röer, A.²

5
- 0036089366
- O. M. Berner L. Tedeschi D. Enders Eur. J. Org. Chem. 2002 1877 1894
- (2002) Eur. J. Org. Chem. , pp. 1877-1894
- Berner, O.M.¹ Tedeschi, L.² Enders, D.³

6
- 0037541354
- J. Christoffers A. Baro Angew. Chem., Int. Ed. 2003 42 1688 1690
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1688-1690
- Christoffers, J.¹ Baro, A.²

7
- 34250613134
- S. B. Tsogoeva Eur. J. Org. Chem. 2007 1701 1716
- (2007) Eur. J. Org. Chem. , pp. 1701-1716
- Tsogoeva, S.B.¹

8
- 33847623075
- Reviews on organocatalysis: 2b
- D. Almasi D. A. Alonso C. Nájera Tetrahedron: Asymmetry 2007 18 299 365
- (2007) Tetrahedron: Asymmetry , vol.18 , pp. 299-365
- Almasi, D.¹ Alonso, D.A.² Nájera, C.³

9
- 55049138759
- Wiley-VCH: Weinheim
- P. I. Dalko, Enantioselective Organocatalysis, Wiley-VCH: Weinheim, 2007
- (2007) Enantioselective Organocatalysis
- Dalko, P.I.¹

10
- 0035886887
- P. I. Dalko L. Moisan Angew. Chem., Int. Ed. 2001 40 3726 3748
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3726-3748
- Dalko, P.I.¹ Moisan, L.²

11
- 6044269452
- P. I. Dalko L. Moisan Angew. Chem., Int. Ed. 2004 43 5138 5175
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5138-5175
- Dalko, P.I.¹ Moisan, L.²

12
- 4143094833
- K. N. Houk B. List Acc. Chem. Res. 2004 37 487 631
- (2004) Acc. Chem. Res. , vol.37 , pp. 487-631
- Houk, K.N.¹ List, B.²

13
- 15244343428
- J. Seayad B. List Org. Biomol. Chem. 2005 3 719 724
- (2005) Org. Biomol. Chem. , vol.3 , pp. 719-724
- Seayad, J.¹ List, B.²

14
- 29844448114
- Y. Takemoto Org. Biomol. Chem. 2005 3 4299 4306
- (2005) Org. Biomol. Chem. , vol.3 , pp. 4299-4306
- Takemoto, Y.¹

15
- 23144440127
- Y. Hayashi J. Syn. Org. Chem. Jpn. 2005 63 464
- (2005) J. Syn. Org. Chem. Jpn. , vol.63 , pp. 464
- Hayashi, Y.¹

16
- 33646468489
- M. S. Taylor E. N. Jacobsen Angew. Chem., Int. Ed. 2006 45 1520 1543
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 1520-1543
- Taylor, M.S.¹ Jacobsen, E.N.²

17
- 33845220042
- T. Marcelli J. H. van Maarseveen H. Hiemstra Angew. Chem., Int. Ed. 2006 45 7496 7504
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 7496-7504
- Marcelli, T.¹ Van Maarseveen, J.H.² Hiemstra, H.³

18
- 33845505476
- C. Palomo A. Mielgo Angew. Chem., Int. Ed. 2006 45 7876 7880
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 7876-7880
- Palomo, C.¹ Mielgo, A.²

19
- 32844457119
- B. List Chem. Commun. 2006 819 824
- (2006) Chem. Commun. , pp. 819-824
- List, B.¹

20
- 33646562191
- M. Marigo K. A. Jøgensen Chem. Commun. 2006 2001 2011
- (2006) Chem. Commun. , pp. 2001-2011
- Marigo, M.¹ Jøgensen, K.A.²

21
- 33645788277
- P. Koovský A. V. Malkov Tetrahedron 2006 62 243 250
- (2006) Tetrahedron , vol.62 , pp. 243-250
- Koovský, P.¹ Malkov, A.V.²

22
- 33746277515
- S. J. Connon Chem.-Eur. J. 2006 12 5418 5427
- (2006) Chem.-Eur. J. , vol.12 , pp. 5418-5427
- Connon, S.J.¹

23
- 38349135345
- A. G. Doyle E. N. Jacobsen Chem. Rev. 2007 107 5713 5743
- (2007) Chem. Rev. , vol.107 , pp. 5713-5743
- Doyle, A.G.¹ Jacobsen, E.N.²

24
- 33845766272
- M. J. Gaunt C. C. C. Johnsson A. McNally N. T. Vo Drug Discovery Today 2007 12 8 27
- (2007) Drug Discovery Today , vol.12 , pp. 8-27
- Gaunt, M.J.¹ Johnsson, C.C.C.² McNally, A.³ Vo, N.T.⁴

25
- 48849094479
- A. Dondoni A. Massi Angew. Chem., Int. Ed. 2008 47 4638 4660
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 4638-4660
- Dondoni, A.¹ Massi, A.²

26
- 62249221359
- S. J. Connon Synlett 2009 354 376
- (2009) Synlett , pp. 354-376
- Connon, S.J.¹

27
- 0142072631
- T. Okino Y. Hoashi Y. Takemoto J. Am. Chem. Soc. 2003 125 12672 12673
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 12672-12673
- Okino, T.¹ Hoashi, Y.² Takemoto, Y.³

28
- 1342268984
- T. Okino S. Nakamura T. Furukawa Y. Takemoto Org. Lett. 2004 6 625 627
- (2004) Org. Lett. , vol.6 , pp. 625-627
- Okino, T.¹ Nakamura, S.² Furukawa, T.³ Takemoto, Y.⁴

29
- 26844450640
- S. H. McCooey S. J. Connon Angew. Chem., Int. Ed. 2005 44 6367 6370
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 6367-6370
- McCooey, S.H.¹ Connon, S.J.²

30
- 28044446137
- A. Berkessel F. Cleemann S. Mukherjee Angew. Chem., Int. Ed. 2005 44 7466 7469
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 7466-7469
- Berkessel, A.¹ Cleemann, F.² Mukherjee, S.³

31
- 11844302258
- T. Okino Y. Hoashi T. Furukawa X. Xu Y. Takemoto J. Am. Chem. Soc. 2005 127 119 125
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 119-125
- Okino, T.¹ Hoashi, Y.² Furukawa, T.³ Xu, X.⁴ Takemoto, Y.⁵

32
- 19544393388
- B. Vakulya S. Varga A. Csámpai T. Soós Org. Lett. 2005 7 1967 1969
- (2005) Org. Lett. , vol.7 , pp. 1967-1969
- Vakulya, B.¹ Varga, S.² Csámpai, A.³ Soós, T.⁴

33
- 25444473664
- J. Ye D. J. Dixon P. S. Hynes Chem. Commun. 2005 4481 4483
- (2005) Chem. Commun. , pp. 4481-4483
- Ye, J.¹ Dixon, D.J.² Hynes, P.S.³

34
- 15444366940
- 603-606
- B. Li, L. Jiang, M. Liu, Y. Chen, L. Ding and Y. Wu, Synlett, 2005, 603-606
- (2005)
- Li, B.¹ Jiang, L.² Liu, M.³ Chen, Y.⁴ Ding, L.⁵ Wu, Y.⁶ Synlett⁷

35
- 33746323982
- T. Inokuma Y. Hoashi Y. Takemoto J. Am. Chem. Soc. 2006 128 9413 9419
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 9413-9419
- Inokuma, T.¹ Hoashi, Y.² Takemoto, Y.³

36
- 34548771245
- J. Lubkoll H. Wennemers Angew. Chem., Int. Ed. 2007 46 6841 6844
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 6841-6844
- Lubkoll, J.¹ Wennemers, H.²

37
- 33846783029
- L. Zu J. Wang H. Li H. Xie W. Jiang W. Wang J. Am. Chem. Soc. 2007 129 1036 1037
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 1036-1037
- Zu, L.¹ Wang, J.² Li, H.³ Xie, H.⁴ Jiang, W.⁵ Wang, W.⁶

38
- 37549041739
- S. J. Zuend E. N. Jacobsen J. Am. Chem. Soc. 2007 129 15872 15883
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 15872-15883
- Zuend, S.J.¹ Jacobsen, E.N.²

39
- 53549133989
- For selected examples of organocatalyzed asymmetric Michael addition of nitroolefins, see:
- J. Wang H. Xie H. Li L. Zu W. Wang Angew. Chem., Int. Ed. 2008 47 4177 4179
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 4177-4179
- Wang, J.¹ Xie, H.² Li, H.³ Zu, L.⁴ Wang, W.⁵

40
- 0000761777
- B. List P. Pojarliev H. J. Martin Org. Lett. 2001 3 2423 2425
- (2001) Org. Lett. , vol.3 , pp. 2423-2425
- List, B.¹ Pojarliev, P.² Martin, H.J.³

41
- 3543065878
- T. Ishii S. Fujioka Y. Sekiguchi H. Kotsuki J. Am. Chem. Soc. 2004 126 9558 9559
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 9558-9559
- Ishii, T.¹ Fujioka, S.² Sekiguchi, Y.³ Kotsuki, H.⁴

42
- 11244281650
- H. Li Y. Wang L. Tang F. Wu X. Liu C. Guo B. M. Foxman Li. Deng Angew. Chem., Int. Ed. 2005 44 105 108
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 105-108
- Li, H.¹ Wang, Y.² Tang, L.³ Wu, F.⁴ Liu, X.⁵ Guo, C.⁶ Foxman, B.M.⁷ Deng, Li.⁸

43
- 22144459070
- Y. Hayashi T. Gotoh T. Hayashi M. Shoji Angew. Chem., Int. Ed. 2005 44 4212 4215
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 4212-4215
- Hayashi, Y.¹ Gotoh, T.² Hayashi, T.³ Shoji, M.⁴

44
- 27144518078
- R. P. Herrera V. Sgarzani L. Bernardi A. Ricci Angew. Chem., Int. Ed. 2005 44 6576 6579
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 6576-6579
- Herrera, R.P.¹ Sgarzani, V.² Bernardi, L.³ Ricci, A.⁴

45
- 14844316261
- W. Wang J. Wang H. Li Angew. Chem., Int. Ed. 2005 44 1369 1371
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 1369-1371
- Wang, W.¹ Wang, J.² Li, H.³

46
- 40549096381
- C. Wang Z. Zhang X. Dong X. Wu Chem. Commun. 2008 1431 1433
- (2008) Chem. Commun. , pp. 1431-1433
- Wang, C.¹ Zhang, Z.² Dong, X.³ Wu, X.⁴

47
- 55049089084
- Z. Zhang X. Dong D. Chen C. Wang Chem.-Eur. J. 2008 14 8780 8783
- (2008) Chem.-Eur. J. , vol.14 , pp. 8780-8783
- Zhang, Z.¹ Dong, X.² Chen, D.³ Wang, C.⁴

48
- 59649095254
- X. Jiang Y. Zhang A. S. C. Chan R. Wang Org. Lett. 2009 11 153 156
- (2009) Org. Lett. , vol.11 , pp. 153-156
- Jiang, X.¹ Zhang, Y.² Chan, A.S.C.³ Wang, R.⁴

49
- 58949092249
- J. Luo L. Xu R. A. S. Hay Y. Lu Org. Lett. 2009 11 437 440
- (2009) Org. Lett. , vol.11 , pp. 437-440
- Luo, J.¹ Xu, L.² Hay, R.A.S.³ Lu, Y.⁴

50
- 67549114987
- For selected examples of organocatalyzed asymmetric Michael addition of enones, see:
- C. G. Kokotos G. Kokotos Adv. Synth. Catal. 2009 351 1355 1362
- (2009) Adv. Synth. Catal. , vol.351 , pp. 1355-1362
- Kokotos, C.G.¹ Kokotos, G.²

51
- 0343967492
- M Yamaguchi T. Shiraishi M. Hirama J. Org. Chem. 1996 61 3520 3530
- (1996) J. Org. Chem. , vol.61 , pp. 3520-3530
- Yamaguchi, M.¹ Shiraishi, T.² Hirama, M.³

52
- 0000497004
- S. Hanessian V. Pham Org. Lett. 2 2000 2975 2978
- (2000) Org. Lett. , vol.2 , pp. 2975-2978
- Hanessian, S.¹ Pham, V.²

53
- 0037429423
- N. Halland P. S. Aburel K. A. Jøgensen Angew. Chem., Int. Ed. 2003 42 661 665
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 661-665
- Halland, N.¹ Aburel, P.S.² Jøgensen, K.A.³

54
- 0242323633
- N. Halland T. Hansen K. A. Jøgensen Angew. Chem., Int. Ed. 2003 42 4955 4957
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 4955-4957
- Halland, N.¹ Hansen, T.² Jøgensen, K.A.³

55
- 2342614099
- N. Halland P. S. Aburel K. A. Jøgensen Angew. Chem., Int. Ed. 2004 43 1272 1277
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1272-1277
- Halland, N.¹ Aburel, P.S.² Jøgensen, K.A.³

56
- 24944514433
- A. Prieto N. Halland K. A. Jøgensen Org. Lett. 2005 7 3897 3900
- (2005) Org. Lett. , vol.7 , pp. 3897-3900
- Prieto, A.¹ Halland, N.² Jøgensen, K.A.³

57
- 33645454505
- K. R. Knudsen C. E. T. Mitchell S. V. Ley Chem. Commun. 2006 66 68
- (2006) Chem. Commun. , pp. 66-68
- Knudsen, K.R.¹ Mitchell, C.E.T.² Ley, S.V.³

58
- 33846463775
- J. Xie W. Chen R. Li W. Du Y. Chen Y. Wu J. Zhu J. Deng Angew. Chem., Int. Ed. 2007 46 389 392
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 389-392
- Xie, J.¹ Chen, W.² Li, R.³ Du, W.⁴ Chen, Y.⁵ Wu, Y.⁶ Zhu, J.⁷ Deng, J.⁸

59
- 47249120734
- P. Li Y. Wang X. Liang J. Ye Chem. Commun. 2008 3302 3304
- (2008) Chem. Commun. , pp. 3302-3304
- Li, P.¹ Wang, Y.² Liang, X.³ Ye, J.⁴

60
- 38549126717
- P. Ricci A. Carlone G. Bartoli M. Bosco L. Sambri P. Melchiorrea Adv. Synth. Catal. 2008 350 49 53
- (2008) Adv. Synth. Catal. , vol.350 , pp. 49-53
- Ricci, P.¹ Carlone, A.² Bartoli, G.³ Bosco, M.⁴ Sambri, L.⁵ Melchiorrea, P.⁶

61
- 55049123683
- Z. Jiang W. Ye Y. Yang C. Tan Adv. Synth. Catal. 2008 350 2345 2351
- (2008) Adv. Synth. Catal. , vol.350 , pp. 2345-2351
- Jiang, Z.¹ Ye, W.² Yang, Y.³ Tan, C.⁴

62
- 60849095119
- For selected papers of anthrone involved in Diels-Alder reaction, see:
- P. Li S. Weng F. Yu Q. Liu W. Li Y. Wang X. Liang J. Ye Org. Lett. 2009 11 753 756
- (2009) Org. Lett. , vol.11 , pp. 753-756
- Li, P.¹ Weng, S.² Yu, F.³ Liu, Q.⁴ Li, W.⁵ Wang, Y.⁶ Liang, X.⁷ Ye, J.⁸

63
- 0002897547
- M. Koerner B. Rickborn J. Org. Chem. 1989 54 6 9
- (1989) J. Org. Chem. , vol.54 , pp. 6-9
- Koerner, M.¹ Rickborn, B.²

64
- 0024849710
- O. Riant H. B. Kagan Tetrahedron Lett. 1989 30 7403 7406
- (1989) Tetrahedron Lett. , vol.30 , pp. 7403-7406
- Riant, O.¹ Kagan, H.B.²

65
- 0001198776
- M. Koerner B. Rickborn J. Org. Chem. 1990 55 2662 2672
- (1990) J. Org. Chem. , vol.55 , pp. 2662-2672
- Koerner, M.¹ Rickborn, B.²

66
- 0028223825
- O. Riant H. B. Kagan Tetrahedron 1994 50 4543 4554
- (1994) Tetrahedron , vol.50 , pp. 4543-4554
- Riant, O.¹ Kagan, H.B.²

67
- 0031036734
- K. Tokioka S. Masuda T. Fujii Y. Hata Y. Yamamoto Tetrahedron: Asymmetry 1997 8 101 107
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 101-107
- Tokioka, K.¹ Masuda, S.² Fujii, T.³ Hata, Y.⁴ Yamamoto, Y.⁵

68
- 0034742988
- K. Uemae S. Masuda Y. Yamamoto J. Chem. Soc., Perkin Trans. 1 2001 1002 1006
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 1002-1006
- Uemae, K.¹ Masuda, S.² Yamamoto, Y.³

69
- 0035855262
- F. Fache O. Piva Tetrahedron Lett. 2001 42 5655 5657
- (2001) Tetrahedron Lett. , vol.42 , pp. 5655-5657
- Fache, F.¹ Piva, O.²

70
- 0042810700
- R. Harrison B. Rickborn Org. Lett. 2002 4 1711 1713
- (2002) Org. Lett. , vol.4 , pp. 1711-1713
- Harrison, R.¹ Rickborn, B.²

71
- 33750357708
- J. Shen T. T. Nguyen Y. Goh W. Ye X. Fu J. Xu C. Tan J. Am. Chem. Soc. 2006 128 13692 13693
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 13692-13693
- Shen, J.¹ Nguyen, T.T.² Goh, Y.³ Ye, W.⁴ Fu, X.⁵ Xu, J.⁶ Tan, C.⁷

72
- 53749086312
- For selected papers of anthrone involved in Michael addition, see: 7c-7d, 7i
- D. Akalay G. Dürner M. W. Göbel Eur. J. Org. Chem. 2008 2365 2368
- (2008) Eur. J. Org. Chem. , pp. 2365-2368
- Akalay, D.¹ Dürner, G.² Göbel, M.W.³

73
- 34447531905
- For selected Michael additions using catalyst 1c as organocatalyst, see: 4c, 4f, 4g, 4h
- M. Shi Z. Lei M. Zhao J. Shi Tetrahedron Lett. 2007 48 5743 5746
- (2007) Tetrahedron Lett. , vol.48 , pp. 5743-5746
- Shi, M.¹ Lei, Z.² Zhao, M.³ Shi, J.⁴

74
- 33749520452
- J. Wang H. Li L. S. Zu W. Jiang H. Xie W. H. Duan W. Wang J. Am. Chem. Soc. 2006 128 12652 12653
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 12652-12653
- Wang, J.¹ Li, H.² Zu, L.S.³ Jiang, W.⁴ Xie, H.⁵ Duan, W.H.⁶ Wang, W.⁷

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