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Advanced Synthesis and Catalysis

Volumn 352, Issue 7, 2010, Pages 1102-1106

Bifunctional thiourea-catalyzed asymmetric addition of anthrones to maleimides

(5) Zea, Alex a Valero, Guillem a Alba, Andrea Nekane R a Moyano, Albert a Rios, Ramon a,b

a UNIVERSITY OF BARCELONA (Spain)

b INSTITUCIÓ CATALANA DE RECERCA I ESTUDIS AVANÇATS ICREA (Spain)

Author keywords

Anthrones; Diels alder cycloaddition; Enantioselective; Maleimides; Michael addition; Organocatalysis

Indexed keywords

EID: 77952189791 PISSN: 16154150 EISSN: 16154169 Source Type: Journal
DOI: 10.1002/adsc.201000031 Document Type: Article

Times cited : (52)

References (39)

1
- 0033789739
- E. Dagne, D. Bisrat, A. Viljoen, B.-E. Van, Curr. Org. Chem. 2000, 4, 1055;
- (2000) Curr. Org. Chem. , vol.4 , pp. 1055
- Dagne, E.¹ Bisrat, D.² Viljoen, A.³ Van, B.-E.⁴

2
- 24144434683
- J.-H. Lin, A. Elangovan, T-I. Ho, J. Org. Chem. 2005, 70, 7397.
- (2005) J. Org. Chem. , vol.70 , pp. 7397
- Lin, J.-H.¹ Elangovan, A.² Ho, T.-I.³

3
- 7444265219
- For example: L. Krenn, R. Pradhan, A. Presser, G. Reznicek, B. Kopp, Chem. Pharm. Bull. 2004, 52, 391;
- (2004) Chem. Pharm. Bull. , vol.52 , pp. 391
- Krenn, L.¹ Pradhan, R.² Presser, A.³ Reznicek, G.⁴ Kopp, B.⁵

4
- 12144287886
- F. Diaz, H.-B. Chai, Q. Mi, B.-N. Su, J. S. Vigo, J. G. Graham, F. Cabieses, N. R. Farnsworth, G. A. Cordell, J. M. Pezzuto, S. M. Swanson, A. D. Kinghorn, J. Nat. Prod. 2004, 67, 352.
- (2004) J. Nat. Prod. , vol.67 , pp. 352
- Diaz, F.¹ Chai, H.-B.² Mi, Q.³ Su, B.-N.⁴ Vigo, J.S.⁵ Graham, J.G.⁶ Cabieses, F.⁷ Farnsworth, N.R.⁸ Cordell, G.A.⁹ Pezzuto, J.M.¹⁰ Swanson, S.M.¹¹ Kinghorn, A.D.¹²

5
- 0038541734
- C. Fischer, F. Lipata, J. Rohr, J. Am. Chem. Soc. 2003, 125, 7818;
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 7818
- Fischer, C.¹ Lipata, F.² Rohr, J.³

6
- 0021882391
- J. DiGiovanni, P. C. Decina, W. P. Pritchett, J. Cantor, K. K. Aalfs, M. M. Coombs, Cancer Res. 1985, 45, 2584.
- (1985) Cancer Res. , vol.45 , pp. 2584
- Digiovanni, J.¹ Decina, P.C.² Pritchett, W.P.³ Cantor, J.⁴ Aalfs, K.K.⁵ Coombs, M.M.⁶

7
- 72149133668
- K. Srinivas, K. Yesudas, K. Bhanuprakash, J. V. Rao, L. Giribabu, J. Phys. Chem. C 2009, 113, 20117;
- (2009) J. Phys. Chem. C , vol.113 , pp. 20117
- Srinivas, K.¹ Yesudas, K.² Bhanuprakash, K.³ Rao, J.V.⁴ Giribabu, L.⁵

8
- 63849319434
- R. Iwaura, M. Ohnishi-Kameyama, T. Lizawa, Chem. Eur. J. 2009,15, 3729.
- (2009) Chem. Eur. J. , vol.15 , pp. 3729
- Iwaura, R.¹ Ohnishi-Kameyama, M.² Lizawa, T.³

9
- 0000442177
- K. Müller, H. Prinz, J. Med. Chem. 1997, 40, 2780;
- (1997) J. Med. Chem. , vol.40 , pp. 2780
- Müller, K.¹ Prinz, H.²

10
- 0012362483
- D. W. Cameron, C. E. Skene, Austr. J. Chem. 1996, 49, 617.
- (1996) Austr. J. Chem. , vol.49 , pp. 617
- Cameron, D.W.¹ Skene, C.E.²

11
- 47549096279
- H.-S. Huang, J.-F. Chiou, H.-F. Chiu, R.-F. Chen, Y.-L. Lai, Arch. Pharm. Med. Chem. 2002, 335, 33;
- (2002) Arch. Pharm. Med. Chem. , vol.335 , pp. 33
- Huang, H.-S.¹ Chiou, J.-F.² Chiu, H.-F.³ Chen, R.-F.⁴ Lai, Y.-L.⁵

12
- 0034903402
- H.-S. Huang, J.-M. Hwang, Y.-M. Jen, J.-J. Lin, K.-Y. Lee, C.H. Shi, H.-C. Hsu, Chem. Pharm. Bull. 2001, 49, 969;
- (2001) Chem. Pharm. Bull. , vol.49 , pp. 969
- Huang, H.-S.¹ Hwang, J.-M.² Jen, Y.-M.³ Lin, J.-J.⁴ Lee, K.-Y.⁵ Shi, C.H.⁶ Hsu, H.-C.⁷

13
- 0038155176
- H. Prinz, Y Ishii, T. Hirano, T. Stoiber, J. A. Camacho Gómez, F. Schmidt, H. Düssmann, A. M. Burger, J. H. M. Prehn, E. G. Günter, K. Umezawa, J. Med. Chem. 2003, 46, 3382.
- (2003) J. Med. Chem. , vol.46 , pp. 3382
- Prinz, H.¹ Ishii, Y.² Hirano, T.³ Stoiber, T.⁴ Camacho Gómez, J.A.⁵ Schmidt, F.⁶ Düssmann, H.⁷ Burger, A.M.⁸ Prehn, J.H.M.⁹ Günter, E.G.¹⁰ Umezawa, K.¹¹

14
- 2542481158
- J.S. Meek, W.B. Evans, V. Godefroi, W. R. Benson, M. F. Wilcox, W G. Clark, T. Tiedeman, J. Org. Chem. 1961, 26, 4281;
- (1961) J. Org. Chem. , vol.26 , pp. 4281
- Meek, J.S.¹ Evans, W.B.² Godefroi, V.³ Benson, W.R.⁴ Wilcox, M.F.⁵ Clark, W.G.⁶ Tiedeman, T.⁷

15
- 77952168137
- D. Cohen, I. T. Millar, K. E. Richards, J. Chem. Soc. C 1968, 783.
- (1968) J. Chem. Soc. C , pp. 783
- Cohen, D.¹ Millar, I.T.² Richards, K.E.³

16
- 0002897547
- M. Koerner, B. Rickborn, J. Org. Chem. 1989, 54, 6;
- (1989) J. Org. Chem. , vol.54 , pp. 6
- Koerner, M.¹ Rickborn, B.²

17
- 0001198776
- M. Koerner, B. Rickborn, J. Org. Chem. 1990, 55, 2662.
- (1990) J. Org. Chem. , vol.55 , pp. 2662
- Koerner, M.¹ Rickborn, B.²

18
- 0024849710
- O. Riant, H. B. Kagan, Tetrahedron Lett. 1989, 30, 7403;
- (1989) Tetrahedron Lett. , vol.30 , pp. 7403
- Riant, O.¹ Kagan, H.B.²

19
- 0028223825
- O. Riant, H. B. Kagan, Tetrahedron 1994, 50, 4543.
- (1994) Tetrahedron , vol.50 , pp. 4543
- Riant, O.¹ Kagan, H.B.²

20
- 0034742988
- K. Uemae, S. Masuda, Y. Yamamoto, J. Chem. Soc. Perkin Trans. 1 2001, 1002;
- (2001) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1002
- Uemae, K.¹ Masuda, S.² Yamamoto, Y.³

21
- 0031036734
- see also: K. Tokioka, S. Masuda, T. Fujii, Y. Hata, Y. Yamamoto, Tetrahedron: Asymmetry 1997, 8,101.
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 101
- Tokioka, K.¹ Masuda, S.² Fujii, T.³ Hata, Y.⁴ Yamamoto, Y.⁵

22
- 33750357708
- J. Shen, T. T. Nguyen, Y-P. Goh, W. Ye, X. Fu, J. Xu, C-H. Tan, J. Am. Chem. Soc. 2006, 128,13692.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 13692
- Shen, J.¹ Nguyen, T.T.² Goh, Y.-P.³ Ye, W.⁴ Fu, X.⁵ Xu, J.⁶ Tan, C.-H.⁷

23
- 53749086312
- D. Akalay, G. Dürner, M. W. Göbel, Eur. J. Org. Chem. 2008, 2365;
- (2008) Eur. J. Org. Chem. , pp. 2365
- Akalay, D.¹ Dürner, G.² Göbel, M.W.³

24
- 77952215205
- see also: D. Akarlay, G. Dürner, J. W Bats, M. W. Göbel, Beistein, J. Org. Chem. 2008, 4, 28.
- (2008) J. Org. Chem. , vol.4 , pp. 28
- Akarlay, D.¹ Dürner, G.² Bats, J.W.³ Beistein, M.W.G.⁴

25
- 52949138243
- G. Valero, A.-N. Balaguer, A. Moyano, R. Rios, Tetrahedron Lett. 2008, 49, 6559;
- (2008) Tetrahedron Lett. , vol.49 , pp. 6559
- Valero, G.¹ Balaguer, A.-N.² Moyano, A.³ Rios, R.⁴

26
- 61749096057
- G. Valero, J. Schimer, I. Cisarova, J. Vesely, A. Moyano, R. Rios, Tetrahedron Lett. 2009, 50, 1943;
- (2009) Tetrahedron Lett. , vol.50 , pp. 1943
- Valero, G.¹ Schimer, J.² Cisarova, I.³ Vesely, J.⁴ Moyano, A.⁵ Rios, R.⁶

27
- 67650333224
- X. Companyó, G. Valero, L. Crovetto, A. Moyano, R. Rios, Chem. Eur. J. 2009, 15, 6564;
- (2009) Chem. Eur. J. , vol.15 , pp. 6564
- Companyó, X.¹ Valero, G.² Crovetto, L.³ Moyano, A.⁴ Rios, R.⁵

28
- 67650252003
- X. Companyó, M. Hejnová, M. Kamlar, J. Vesely, A. Moyano, R. Rios, Tetrahedron Lett. 2009, 50, 5021;
- (2009) Tetrahedron Lett. , vol.50 , pp. 5021
- Companyó, X.¹ Hejnová, M.² Kamlar, M.³ Vesely, J.⁴ Moyano, A.⁵ Rios, R.⁶

29
- 66749088008
- X. Companyó, A.-N. Balaguer, F. Cárdenas, A. Moyano, R. Rios, Eur. J. Org. Chem. 2009, 3075;
- (2009) Eur. J. Org. Chem. , pp. 3075
- Companyó, X.¹ Balaguer, A.-N.² Cárdenas, F.³ Moyano, A.⁴ Rios, R.⁵

30
- 67650581285
- A.-N. Alba, X. Companyó, A. Moyano, R. Rios, Chem. Eur. J. 2009, 15, 7035;
- (2009) Chem. Eur. J. , vol.15 , pp. 7035
- Alba, A.-N.¹ Companyó, X.² Moyano, A.³ Rios, R.⁴

31
- 77952195296
- A.-N. Alba, X. Companyó, A. Moyano, R. Rios, Chem. Eur. J. 2009, 15, 11098;
- (2009) Chem. Eur. J. , vol.15 , pp. 11098
- Alba, A.-N.¹ Companyó, X.² Moyano, A.³ Rios, R.⁴

32
- 76549131001
- DOI: 10.1002/chem.200902678
- N. ElHamdouni, X. Companyó, R. Rios, A. Moyano, Chem. Eur. J. DOI: 10.1002/chem.200902678.
- Chem. Eur. J.
- Elhamdouni, N.¹ Companyó, X.² Rios, R.³ Moyano, A.⁴

33
- 65449133097
- A.-N. Alba, N. Bravo, A. Moyano, R. Rios, Tetrahedron Lett. 2009, 50, 3067.
- (2009) Tetrahedron Lett. , vol.50 , pp. 3067
- Alba, A.-N.¹ Bravo, N.² Moyano, A.³ Rios, R.⁴

34
- 34447531905
- For the asymmetric organocatalytic Michael addition of anthrones to nitroalkenes, see: M. Shi, Z.-Y Lei, M.-X. Zhao, J.-W. Shi, Tetrahedron Lett. 2007, 48, 5743;
- (2007) Tetrahedron Lett. , vol.48 , pp. 5743
- Shi, M.¹ Lei, Z.-Y.² Zhao, M.-X.³ Shi, J.-W.⁴

35
- 71849085618
- Y-H. Liao, H. Zhang, Z.-J. Wu, L.-F. Cun, X.-M. Zhang, WC Yuan, Tetrahedron: Asymmetry 2009,20, 2397.
- (2009) Tetrahedron: Asymmetry , vol.20 , pp. 2397
- Liao, Y.-H.¹ Zhang, H.² Wu, Z.-J.³ Cun, L.-F.⁴ Zhang, X.-M.⁵ Yuan, W.C.⁶

36
- 48649106016
- For a recent review, see: X. Yu, W. Wang, Chem. Asian J. 2008, 3, 516.
- (2008) Chem. Asian J. , vol.3 , pp. 516
- Yu, X.¹ Wang, W.²

37
- 0142072631
- T. Okino, Y Hoashi, Y Takemoto, J. Am. Chem. Soc. 2003,125, 12672;
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 12672
- Okino, T.¹ Hoashi, Y.² Takemoto, Y.³

38
- 33746323982
- Both enantiomers of this compound are commercially available (Strem)
- T. Inokuma, Y Hoashi, Y. Takemoto, J. Am. Chem. Soc. 2006, 128, 9413. Both enantiomers of this compound are commercially available (Strem).
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 9413
- Inokuma, T.¹ Hoashi, Y.² Takemoto, Y.³

39
- 77952217308
- We suggest that for dithranol-maleimide derivatives the stability of the Michael adduct with respect to the Diels-Alder product might be enhanced by hydrogenbonding of the carbonyl with the neighbouring hydroxy groups
- We suggest that for dithranol-maleimide derivatives the stability of the Michael adduct with respect to the Diels-Alder product might be enhanced by hydrogenbonding of the carbonyl with the neighbouring hydroxy groups.

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