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Chemistry - An Asian Journal

Volumn 8, Issue 1, 2013, Pages 65-68

Reverse regioselectivity in the palladium(II) thiourea catalyzed intermolecular Pauson-Khand reaction

(6) Wu, Na a,b Deng, Lujiang a,b Liu, Lianzhu a,b Liu, Qi a,b Li, Chuangchuang a,b Yang, Zhen a,b

a School of Chemical Biology and Biotechnology (China)

b PEKING UNIVERSITY (China)

Author keywords

cyclization; homogeneous catalysis; multicomponent reactions; palladium; regioselectivity

Indexed keywords

ALKYNOATES; HOMOGENEOUS CATALYSIS; MECHANISTIC INTERPRETATIONS; MULTI-COMPONENT REACTIONS; NORBORNENES; PAUSON-KHAND REACTIONS;

CATALYSIS; CYCLIZATION; PALLADIUM; PALLADIUM COMPOUNDS; REACTION KINETICS; THIOUREAS;

REGIOSELECTIVITY;

PALLADIUM; THIOUREA;

ARTICLE; CATALYSIS; CHEMISTRY;

CATALYSIS; PALLADIUM; THIOUREA;

MLCS; MLOWN;

EID: 84871600256 PISSN: 18614728 EISSN: 1861471X Source Type: Journal
DOI: 10.1002/asia.201200783 Document Type: Article

Times cited : (8)

References (52)

1
- 37049132156
- L. U. Khand, G. R. Knox, P. L. Pauson, W. E. Watts, J. Chem. Soc. Chem. Commun. 1971, 36a
- (1971) J. Chem. Soc. Chem. Commun.
- Khand, L.U.¹ Knox, G.R.² Pauson, P.L.³ Watts, W.E.⁴

2
- 37049132250
- for recent reviews, see
- L. U. Khand, G. R. Knox, P. L. Pauson, W. E. Watts, M. I. Foreman, J. Chem. Soc. Perkin Trans. 1 1973, 977; for recent reviews, see
- (1973) J. Chem. Soc. Perkin Trans. 1 , pp. 977
- Khand, L.U.¹ Knox, G.R.² Pauson, P.L.³ Watts, W.E.⁴ Foreman, M.I.⁵

3
- 33745402207
- N. E. Schore, Chem. Rev. 1988, 88, 1081
- (1988) Chem. Rev. , vol.88 , pp. 1081
- Schore, N.E.¹

4
- 0034686072
- K. M. Brummond, J. L. Kent, Tetrahedron 2000, 56, 3263
- (2000) Tetrahedron , vol.56 , pp. 3263
- Brummond, K.M.¹ Kent, J.L.²

5
- 7044244048
- S. E. Gibson, A. Stevenazzi, Angew. Chem. 2003, 115, 1844
- (2003) Angew. Chem. , vol.115 , pp. 1844
- Gibson, S.E.¹ Stevenazzi, A.²

6
- 0038665161
- Angew. Chem. Int. Ed. 2003, 42, 1800
- (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1800

7
- 1642284120
- J. Blanco-Urgoiti, L. Anorbe, P. Perez-Serrano, G. DomÄnguez, J. Perez-Castells, Chem. Soc. Rev. 2004, 33, 32
- (2004) Chem. Soc. Rev. , vol.33 , pp. 32
- Blanco-Urgoiti, J.¹ Anorbe, L.² Perez-Serrano, P.³ Domänguez, G.⁴ Perez-Castells, J.⁵

8
- 4644324093
- L. V. R. Boñaga, M. E. Krafft, Tetrahedron 2004, 60, 9795
- (2004) Tetrahedron , vol.60 , pp. 9795
- Boñaga, L.V.R.¹ Krafft, M.E.²

9
- 76149103230
- H.-W. Lee, F.-Y. Kwong, Eur. J. Org. Chem. 2010, 789
- (2010) Eur. J. Org. Chem. , pp. 789
- Lee, H.-W.¹ Kwong, F.-Y.²

10
- 84886227121
- in (Ed.: R. R Torres), Wiley, .
- F. L. Lam, H. W. Lee, J. Wang, F. Y. Kwong, in The Pauson-Khand Reaction: Scope, Variations and Applications (Ed.:, R. R Torres,), Wiley, 2012, pp. 181.
- (2012) The Pauson-Khand Reaction: Scope, Variations and Applications , pp. 181
- Lam, F.L.¹ Lee, H.W.² Wang, J.³ Kwong, F.Y.⁴

11
- 84856863592
- Q. Xiao, W. W. Ren, Z. X. Chen, T. W. Sun, Y. Li, Q. D. Ye, J. X. Gong, F. K. Meng, L. You, Y. F. Liu, M. Z. Zhao, L. M. Xu, Z. H. Shan, Y. Shi, Y. F. Tang, J. H. Chen, Z. Yang, Angew. Chem. 2011, 123, 7511
- (2011) Angew. Chem. , vol.123 , pp. 7511
- Xiao, Q.¹ Ren, W.W.² Chen, Z.X.³ Sun, T.W.⁴ Li, Y.⁵ Ye, Q.D.⁶ Gong, J.X.⁷ Meng, F.K.⁸ You, L.⁹ Liu, Y.F.¹⁰ Zhao, M.Z.¹¹ Xu, L.M.¹² Shan, Z.H.¹³ Shi, Y.¹⁴ Tang, Y.F.¹⁵ Chen, J.H.¹⁶ Yang, Z.¹⁷

12
- 79960911912
- Angew. Chem. Int. Ed. 2011, 50, 7373
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 7373

13
- 79960878138
- M. Turlington, Y. Du, S. G. Ostrum, V. Santosh, K. Wren, T. Lin, M. Sabat, L. Pu, J. Am. Chem. Soc. 2011, 133, 11780
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 11780
- Turlington, M.¹ Du, Y.² Ostrum, S.G.³ Santosh, V.⁴ Wren, K.⁵ Lin, T.⁶ Sabat, M.⁷ Pu, L.⁸

14
- 80052314928
- S. Su, R. A. Rodriguez, P. S. Baran, J. Am. Chem. Soc. 2011, 133, 13922.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 13922
- Su, S.¹ Rodriguez, R.A.² Baran, P.S.³

15
- 0000352892
- in (Ed.: R. H. F. Manske), Academic Press, New York, .
- G. A. Corbell, in The Alkaloids, Vol. 16 (Ed.:, R. H. F. Manske,), Academic Press, New York, 1977, pp. 432.
- (1977) The Alkaloids , vol.16 , pp. 432
- Corbell, G.A.¹

16
- 0029952824
- for Ni-catalyzed PKR, see
- F. A. Hicks, N. M. Kablaoui, S. L. Buchwald, J. Am. Chem. Soc. 1996, 118, 9450; for Ni-catalyzed PKR, see
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 9450
- Hicks, F.A.¹ Kablaoui, N.M.² Buchwald, S.L.³

17
- 0001717548
- for Ru-catalyzed PKR, see
- M. Zhang, S. L. Buchwald, J. Org. Chem. 1996, 61, 4498; for Ru-catalyzed PKR, see
- (1996) J. Org. Chem. , vol.61 , pp. 4498
- Zhang, M.¹ Buchwald, S.L.²

18
- 0000687565
- T. Morimoto, N. Chatani, Y. Fukumoto, S. Murai, J. Org. Chem. 1997, 62, 3762
- (1997) J. Org. Chem. , vol.62 , pp. 3762
- Morimoto, T.¹ Chatani, N.² Fukumoto, Y.³ Murai, S.⁴

19
- 0030746742
- for Rh-catalyzed PKR, see
- T. Kondo, N. Suzuki, T. Okada, T. Mitsudo, J. Am. Chem. Soc. 1997, 119, 6187; for Rh-catalyzed PKR, see
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 6187
- Kondo, T.¹ Suzuki, N.² Okada, T.³ Mitsudo, T.⁴

20
- 0032360438
- Y. Koga, T. Kobayashi, K. Narasaka, Chem. Lett. 1998, 249
- (1998) Chem. Lett. , pp. 249
- Koga, Y.¹ Kobayashi, T.² Narasaka, K.³

21
- 0001171594
- for Pd-catalyzed PKR, see
- N. Jeong, S. Lee, B. K. Sung, Organometallics 1998, 17, 3642; for Pd-catalyzed PKR, see
- (1998) Organometallics , vol.17 , pp. 3642
- Jeong, N.¹ Lee, S.² Sung, B.K.³

22
- 17844363677
- for Mo-mediated PKR, see
- Y. Tang, L. Deng, Y. Zhang, G. Dong, J. Chen, Z. Yang, Org. Lett. 2005, 7, 1657; for Mo-mediated PKR, see
- (2005) Org. Lett. , vol.7 , pp. 1657
- Tang, Y.¹ Deng, L.² Zhang, Y.³ Dong, G.⁴ Chen, J.⁵ Yang, Z.⁶

23
- 33846569089
- J. Adrio, J. C. Carretero, J. Am. Chem. Soc. 2007, 129, 778
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 778
- Adrio, J.¹ Carretero, J.C.²

24
- 64149117477
- P. Gao, P. F. Xu, H. Zhai, J. Org. Chem. 2009, 74, 2592.
- (2009) J. Org. Chem. , vol.74 , pp. 2592
- Gao, P.¹ Xu, P.F.² Zhai, H.³

25
- 34548307169
- L. J. Deng, J. Liu, M. Huang, Y. Hu, M. Chen, Y. Lan, J. Chen, A. W. Lei, Z. Yang, Synthesis 2007, 16, 2565.
- (2007) Synthesis , vol.16 , pp. 2565
- Deng, L.J.¹ Liu, J.² Huang, M.³ Hu, Y.⁴ Chen, M.⁵ Lan, Y.⁶ Chen, J.⁷ Lei, A.W.⁸ Yang, Z.⁹

26
- 67650361710
- Y. Lan, L. J. Deng, J. Liu, C. Wang, O, Wiest, Z. Yang, Y. D. Wu, J. Org. Chem. 2009, 74, 5049.
- (2009) J. Org. Chem. , vol.74 , pp. 5049
- Lan, Y.¹ Deng, L.J.² Liu, J.³ Wang, C.⁴ Wiest, O.⁵ Yang, Z.⁶ Wu, Y.D.⁷

27
- 0033601453
- M. E. Krafft, L. V. R. Bonaga, C. Hirosawa, Tetrahedron Lett. 1999, 40, 9171.
- (1999) Tetrahedron Lett. , vol.40 , pp. 9171
- Krafft, M.E.¹ Bonaga, L.V.R.² Hirosawa, C.³

28
- 0344604450
- O. Arjona, A. G. CsákÃ, C. Murcia, J. Plumet, J. Org. Chem. 1999, 64, 7338
- (1999) J. Org. Chem. , vol.64 , pp. 7338
- Arjona, O.¹ Csákã, A.G.² Murcia, C.³ Plumet, J.⁴

29
- 0034827269
- F. Robert, A. Milet, Y. Gimbert, D. Konya, A. E. Greene, J. Am. Chem. Soc. 2001, 123, 5396
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 5396
- Robert, F.¹ Milet, A.² Gimbert, Y.³ Konya, D.⁴ Greene, A.E.⁵

30
- 79959663217
- B. E. Moulton, A. C. Whiwood, A. K. Duhme-Klair, J. M. Lynam, I. J. S. Fairlamb, J. Org. Chem. 2011, 76, 5320
- (2011) J. Org. Chem. , vol.76 , pp. 5320
- Moulton, B.E.¹ Whiwood, A.C.² Duhme-Klair, A.K.³ Lynam, J.M.⁴ Fairlamb, I.J.S.⁵

31
- 0002089886
- T. Kobayashi, Y. Koga, K. Narasaka, J. Organomet. Chem. 2001, 624, 73.
- (2001) J. Organomet. Chem. , vol.624 , pp. 73
- Kobayashi, T.¹ Koga, Y.² Narasaka, K.³

32
- 24944569905
- S. E. Gibson, N. Mainolfi, Angew. Chem. 2005, 117, 3082
- (2005) Angew. Chem. , vol.117 , pp. 3082
- Gibson, S.E.¹ Mainolfi, N.²

33
- 18844403627
- Angew. Chem. Int. Ed. 2005, 44, 3022
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 3022

34
- 27444440607
- for some recent applications, see
- S. Laschat, A. Becheanu, T. Bell, A. Baro, Synlett 2005, 17, 2547; for some recent applications, see
- (2005) Synlett , vol.17 , pp. 2547
- Laschat, S.¹ Becheanu, A.² Bell, T.³ Baro, A.⁴

35
- 67650317689
- A. Vázquez-Romero, L. Cárdenas, E. Blasi, X. Verdaguer, A. Riera, Org. Lett. 2009, 11, 3104
- (2009) Org. Lett. , vol.11 , pp. 3104
- Vázquez-Romero, A.¹ Cárdenas, L.² Blasi, E.³ Verdaguer, X.⁴ Riera, A.⁵

36
- 78650340324
- J. C. Kizirian, N. Aiguabella, A. Pesquer, S. Fustero, P. Bello, X. Verdaguer, A. Riera, Org. Lett. 2010, 12, 5620.
- (2010) Org. Lett. , vol.12 , pp. 5620
- Kizirian, J.C.¹ Aiguabella, N.² Pesquer, A.³ Fustero, S.⁴ Bello, P.⁵ Verdaguer, X.⁶ Riera, A.⁷

37
- 0000800296
- M. E. Krafft, R. H. Romero, I. L. Scott, J. Org. Chem. 1992, 57, 5277
- (1992) J. Org. Chem. , vol.57 , pp. 5277
- Krafft, M.E.¹ Romero, R.H.² Scott, I.L.³

38
- 0010897512
- M. E. Krafft, R. H. Romero, I. L. Scott, Synlett 1995, 577.
- (1995) Synlett , pp. 577
- Krafft, M.E.¹ Romero, R.H.² Scott, I.L.³

39
- 0037592751
- Y. Yamamoto, A. Nagata, N. Nagata, Y. Ando, Y. Arikawa, K. Tatsumi, K. Itoh, Chem. Eur. J. 2003, 9, 2469
- (2003) Chem. Eur. J. , vol.9 , pp. 2469
- Yamamoto, Y.¹ Nagata, A.² Nagata, N.³ Ando, Y.⁴ Arikawa, Y.⁵ Tatsumi, K.⁶ Itoh, K.⁷

40
- 0000288246
- B. M. Trost, M. Yanai, K. Hoogsteen, J. Am. Chem. Soc. 1993, 115, 5294.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 5294
- Trost, B.M.¹ Yanai, M.² Hoogsteen, K.³

41
- 0003402765
- VCH, Weinheim
- A. Loupy, B. Tchoubar, Salt Effects in Orgnic and Organometallic Chemistry; VCH, Weinheim, 1992
- (1992) Salt Effects in Orgnic and Organometallic Chemistry
- Loupy, A.¹ Tchoubar, B.²

42
- 22944459014
- in (Eds.: E. Negishi, A. de Meijere), Wiley, New York, p.
- X. Lu, in Handbook of Organopalladium Chemitry for Organic Synthesis, Vol. 2 (Eds.:, E. Negishi, A. de Meijere,), Wiley, New York, 2002, p. 2267
- (2002) Handbook of Organopalladium Chemitry for Organic Synthesis , vol.2 , pp. 2267
- Lu, X.¹

43
- 0000625807
- I. P. Beletskaya, J. Organomet. Chem. 1983, 250, 551
- (1983) J. Organomet. Chem. , vol.250 , pp. 551
- Beletskaya, I.P.¹

44
- 0001630321
- Z. Wang, Z. Zhang, X. Lu, Organometallics 2000, 19, 775
- (2000) Organometallics , vol.19 , pp. 775
- Wang, Z.¹ Zhang, Z.² Lu, X.³

45
- 0037016413
- K. Fagnou, M. Lautens, Angew. Chem. 2002, 114, 26
- (2002) Angew. Chem. , vol.114 , pp. 26
- Fagnou, K.¹ Lautens, M.²

46
- 33745876993
- Angew. Chem. Int. Ed. 2002, 41, 26.
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 26

47
- 0001628288
- S. Ma, X. Lu, J. Org. Chem. 1991, 56, 5120
- (1991) J. Org. Chem. , vol.56 , pp. 5120
- Ma, S.¹ Lu, X.²

48
- 43949171469
- S. Ma, X. Lu, J. Organomet. Chem. 1993, 447, 305.
- (1993) J. Organomet. Chem. , vol.447 , pp. 305
- Ma, S.¹ Lu, X.²

49
- 0035921538
- Z. G. Zhang, X. Lu, Z. R. Xu, Q. H. Zhang, X. L. Han, Organometallics 2001, 20, 3724
- (2001) Organometallics , vol.20 , pp. 3724
- Zhang, Z.G.¹ Lu, X.² Xu, Z.R.³ Zhang, Q.H.⁴ Han, X.L.⁵

50
- 33746301548
- G. X. Zhu, X. Lu, Organometallics 1995, 14, 4899.
- (1995) Organometallics , vol.14 , pp. 4899
- Zhu, G.X.¹ Lu, X.²

51
- 17444368647
- G. Zhu, Z. Zhang, J. Org. Chem. 2005, 70, 3339.
- (2005) J. Org. Chem. , vol.70 , pp. 3339
- Zhu, G.¹ Zhang, Z.²

52
- 0028049732
- J. Ji, X. Lu, Tetrahedron 1994, 50, 9067.
- (1994) Tetrahedron , vol.50 , pp. 9067
- Ji, J.¹ Lu, X.²

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