SCOPUS 정보 검색 플랫폼

Volumn , Issue 19, 2012, Pages 3587-3597

Reaction mechanism of phosphane-catalyzed [4+2] annulations between α-alkylallenoates and activated alkenes: A computational study

(3) Zhao, Lili a Wen, Mingwei a Wang, Zhi Xiang a

a UNIVERSITY OF CHINESE ACADEMY OF SCIENCES (China)

Author keywords

Allenes; Annulation; Density difunctional calculations; Reaction mechanisms; Regioselectivity

Indexed keywords

EID: 84862731784 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201200121 Document Type: Article

Times cited : (48)

References (70)

1
- 33751156723
- C. M. Zhang, X. Y. Lu, J. Org. Chem. 1995, 60, 2906.
- (1995) J. Org. Chem. , vol.60 , pp. 2906
- Zhang, C.M.¹ Lu, X.Y.²

2
- 0034867881
- X. Lu, C. Zhang, Z. Xu, Acc. Chem. Res. 2001, 34, 535.
- (2001) Acc. Chem. Res. , vol.34 , pp. 535
- Lu, X.¹ Zhang, C.² Xu, Z.³

3
- 0038301132
- L. K. Sydnes, Chem. Rev. 2003, 103, 1133.
- (2003) Chem. Rev. , vol.103 , pp. 1133
- Sydnes, L.K.¹

4
- 22944485617
- S. Ma, Chem. Rev. 2005, 105, 2829.
- (2005) Chem. Rev. , vol.105 , pp. 2829
- Ma, S.¹

5
- 70350323591
- S. Ma, Acc. Chem. Res. 2009, 42, 1679.
- (2009) Acc. Chem. Res. , vol.42 , pp. 1679
- Ma, S.¹

6
- 78651252323
- F. Lõpez, J. L. Mascareñas, Chem. Eur. J. 2011, 17, 418.
- (2011) Chem. Eur. J. , vol.17 , pp. 418
- Lõpez, F.¹ Mascareñas, J.L.²

7
- 28944438042
- X. Y. Lu, Z. Lu, X. M. Zhang, Tetrahedron 2006, 62, 457.
- (2006) Tetrahedron , vol.62 , pp. 457
- Lu, X.Y.¹ Lu, Z.² Zhang, X.M.³

8
- 34547957084
- C. E. Henry, O. Kwon, Org. Lett. 2007, 9, 3069.
- (2007) Org. Lett. , vol.9 , pp. 3069
- Henry, C.E.¹ Kwon, O.²

9
- 49649091565
- Z. Lu, S. Q. Zheng, X. M. Zhang, X. Y. Lu, Org. Lett. 2008, 10, 3267.
- (2008) Org. Lett. , vol.10 , pp. 3267
- Lu, Z.¹ Zheng, S.Q.² Zhang, X.M.³ Lu, X.Y.⁴

10
- 78049493406
- X. Y. Guan, Y. Wei, M. Shi, Org. Lett. 2010, 12, 5024.
- (2010) Org. Lett. , vol.12 , pp. 5024
- Guan, X.Y.¹ Wei, Y.² Shi, M.³

11
- 78650493683
- L. C. Cai, B. Zhang, G. P. Wu, H. B. Song, Z. J. He, Chem. Commun. 2011, 47, 1045.
- (2011) Chem. Commun. , vol.47 , pp. 1045
- Cai, L.C.¹ Zhang, B.² Wu, G.P.³ Song, H.B.⁴ He, Z.J.⁵

12
- 78751476921
- X.-C. Zhang, S.-H. Cao, Y. Wei, M. Shi, Chem. Commun. 2011, 47, 1548.
- (2011) Chem. Commun. , vol.47 , pp. 1548
- Zhang, X.-C.¹ Cao, S.-H.² Wei, Y.³ Shi, M.⁴

13
- 0030919677
- Z. R. Xu, X. Y. Lu, Tetrahedron Lett. 1997, 38, 3461.
- (1997) Tetrahedron Lett. , vol.38 , pp. 3461
- Xu, Z.R.¹ Lu, X.Y.²

14
- 0000182934
- Z. Xu, X. Lu, J. Org. Chem. 1998, 63, 5031.
- (1998) J. Org. Chem. , vol.63 , pp. 5031
- Xu, Z.¹ Lu, X.²

15
- 0001436837
- K. Kumar, R. Kapoor, A. Kapur, M. P. S. Ishar, Org. Lett. 2000, 2, 2023.
- (2000) Org. Lett. , vol.2 , pp. 2023
- Kumar, K.¹ Kapoor, R.² Kapur, A.³ Ishar, M.P.S.⁴

16
- 61349171939
- S. Q. Zheng, X. Y. Lu, Org. Lett. 2008, 10, 4481.
- (2008) Org. Lett. , vol.10 , pp. 4481
- Zheng, S.Q.¹ Lu, X.Y.²

17
- 64349119102
- X. T. Meng, Y. Huang, H. X. Zhao, P. Z. Xie, J. Z. Ma, R. Y. Chen, Org. Lett. 2009, 11, 991.
- (2009) Org. Lett. , vol.11 , pp. 991
- Meng, X.T.¹ Huang, Y.² Zhao, H.X.³ Xie, P.Z.⁴ Ma, J.Z.⁵ Chen, R.Y.⁶

18
- 25444445034
- Y. S. Tran, O. Kwon, Org. Lett. 2005, 7, 4289.
- (2005) Org. Lett. , vol.7 , pp. 4289
- Tran, Y.S.¹ Kwon, O.²

19
- 53749090597
- A. Panossian, N. Fleury-Brégeot, A. Marinetti, Eur. J. Org. Chem. 2008, 3826.
- (2008) Eur. J. Org. Chem. , pp. 3826
- Panossian, A.¹ Fleury-Brégeot, N.² Marinetti, A.³

20
- 0000024014
- K. Kumar, A. Kapur, M. P. S. Ishar, Org. Lett. 2000, 2, 787.
- (2000) Org. Lett. , vol.2 , pp. 787
- Kumar, K.¹ Kapur, A.² Ishar, M.P.S.³

21
- 22244458282
- X.-F. Zhu, A.-P. Schaffner, R. C. Li, O. Kwon, Org. Lett. 2005, 7, 2977.
- (2005) Org. Lett. , vol.7 , pp. 2977
- Zhu, X.-F.¹ Schaffner, A.-P.² Li, R.C.³ Kwon, O.⁴

22
- 17444432653
- X.-F. Zhu, C. E. Henry, J. Wang, T. Dudding, O. Kwon, Org. Lett. 2005, 7, 1387.
- (2005) Org. Lett. , vol.7 , pp. 1387
- Zhu, X.-F.¹ Henry, C.E.² Wang, J.³ Dudding, T.⁴ Kwon, O.⁵

23
- 38949177006
- G. S. Creech, O. Kwon, Org. Lett. 2008, 10, 429.
- (2008) Org. Lett. , vol.10 , pp. 429
- Creech, G.S.¹ Kwon, O.²

24
- 78650394468
- Y. W. Sun, X. Y. Guan, M. Shi, Org. Lett. 2010, 12, 5664.
- (2010) Org. Lett. , vol.12 , pp. 5664
- Sun, Y.W.¹ Guan, X.Y.² Shi, M.³

25
- 79952168191
- X. Y. Chen, M. W. Wen, S. Ye, Z. X. Wang, Org. Lett. 2011, 13, 1138.
- (2011) Org. Lett. , vol.13 , pp. 1138
- Chen, X.Y.¹ Wen, M.W.² Ye, S.³ Wang, Z.X.⁴

26
- 69949162395
- H. C. Guo, Q. H. Xu, O. Kwon, J. Am. Chem. Soc. 2009, 131, 6318.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 6318
- Guo, H.C.¹ Xu, Q.H.² Kwon, O.³

27
- 0030974493
- G. Zhu, Z. Chen, Q. Jiang, D. Xiao, P. Cao, X. Zhang, J. Am. Chem. Soc. 1997, 119, 3836.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 3836
- Zhu, G.¹ Chen, Z.² Jiang, Q.³ Xiao, D.⁴ Cao, P.⁵ Zhang, X.⁶

28
- 33846025249
- Angew. Chem. Int. Ed. 2006, 45, 1426.
- J. E. Wilson, G. C. Fu, Angew. Chem. 2006, 118, 1454; Angew. Chem. Int. Ed. 2006, 45, 1426.
- (2006) Angew. Chem. , vol.118 , pp. 1454
- Wilson, J.E.¹ Fu, G.C.²

29
- 34548756763
- B. J. Cowen, S. J. Miller, J. Am. Chem. Soc. 2007, 129, 10988.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 10988
- Cowen, B.J.¹ Miller, S.J.²

30
- 61849141279
- M. Sampath, T.-P. Loh, Chem. Commun. 2009, 1568.
- (2009) Chem. Commun. , pp. 1568
- Sampath, M.¹ Loh, T.-P.²

31
- 78651231639
- Angew. Chem. Int. Ed. 2010, 49, 4467.
- H. Xiao, Z. Chai, C. W. Zheng, Y. Q. Yang, W. Liu, J. K. Zhang, G. Zhao, Angew. Chem. 2010, 122, 4569; Angew. Chem. Int. Ed. 2010, 49, 4467.
- (2010) Angew. Chem. , vol.122 , pp. 4569
- Xiao, H.¹ Chai, Z.² Zheng, C.W.³ Yang, Y.Q.⁴ Liu, W.⁵ Zhang, J.K.⁶ Zhao, G.⁷

32
- 77956650623
- M. Schuler, A. Voituriez, A. Marinetti, Tetrahedron: Asymmetry 2010, 21, 1569.
- (2010) Tetrahedron: Asymmetry , vol.21 , pp. 1569
- Schuler, M.¹ Voituriez, A.² Marinetti, A.³

33
- 79951535252
- M. Sampath, T. P. Loh, Chem. Sci. 2010, 1, 739.
- (2010) Chem. Sci. , vol.1 , pp. 739
- Sampath, M.¹ Loh, T.P.²

34
- 78650448843
- N. Pinto, P. Retailleau, A. Voituriez, A. Marinetti, Chem. Commun. 2011, 47, 1015.
- (2011) Chem. Commun. , vol.47 , pp. 1015
- Pinto, N.¹ Retailleau, P.² Voituriez, A.³ Marinetti, A.⁴

35
- 33748632920
- T. Dudding, O. Kwon, E. Mercier, Org. Lett. 2006, 8, 3643.
- (2006) Org. Lett. , vol.8 , pp. 3643
- Dudding, T.¹ Kwon, O.² Mercier, E.³

36
- 34247255386
- E. Mercier, B. Fonovic, C. Henry, O. Kwon, T. Dudding, Tetrahedron Lett. 2007, 48, 3617.
- (2007) Tetrahedron Lett. , vol.48 , pp. 3617
- Mercier, E.¹ Fonovic, B.² Henry, C.³ Kwon, O.⁴ Dudding, T.⁵

37
- 53549109697
- Y. Liang, S. Liu, Y. Z. Xia, Y. H. Li, Z. X. Yu, Chem. Eur. J. 2008, 14, 4361.
- (2008) Chem. Eur. J. , vol.14 , pp. 4361
- Liang, Y.¹ Liu, S.² Xia, Y.Z.³ Li, Y.H.⁴ Yu, Z.X.⁵

38
- 33947614581
- Y. Xia, Y. Liang, Y. Chen, M. Wang, L. Jiao, F. Huang, S. Liu, Y. Li, Z.-X. Yu, J. Am. Chem. Soc. 2007, 129, 3470.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 3470
- Xia, Y.¹ Liang, Y.² Chen, Y.³ Wang, M.⁴ Jiao, L.⁵ Huang, F.⁶ Liu, S.⁷ Li, Y.⁸ Yu, Z.-X.⁹

39
- 64249161117
- Y. Liang, S. Liu, Z. X. Yu, Synlett 2009, 905.
- (2009) Synlett , pp. 905
- Liang, Y.¹ Liu, S.² Yu, Z.X.³

40
- 0037462076
- X. F. Zhu, J. Lan, O. Kwon, J. Am. Chem. Soc. 2003, 125, 4716.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 4716
- Zhu, X.F.¹ Lan, J.² Kwon, O.³

41
- 24644437269
- R. P. Wurz, G. C. Fu, J. Am. Chem. Soc. 2005, 127, 12234.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 12234
- Wurz, R.P.¹ Fu, G.C.²

42
- 35548965614
- Y. S. Tran, O. Kwon, J. Am. Chem. Soc. 2007, 129, 12632.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 12632
- Tran, Y.S.¹ Kwon, O.²

43
- 77956589967
- T. Wang, S. Ye, Org. Lett. 2010, 12, 4168.
- (2010) Org. Lett. , vol.12 , pp. 4168
- Wang, T.¹ Ye, S.²

44
- 77956250209
- F. Huang, G. Lu, L. L. Zhao, H. X. Li, Z. X. Wang, J. Am. Chem. Soc. 2010, 132, 12388.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 12388
- Huang, F.¹ Lu, G.² Zhao, L.L.³ Li, H.X.⁴ Wang, Z.X.⁵

45
- 79953879672
- L. Zhao, X. Y. Chen, S. Ye, Z.-X. Wang, J. Org. Chem. 2011, 76, 2733.
- (2011) J. Org. Chem. , vol.76 , pp. 2733
- Zhao, L.¹ Chen, X.Y.² Ye, S.³ Wang, Z.-X.⁴

46
- 33646464890
- Y. Zhao, N. E. Schultz, D. G. Truhlar, J. Chem. Theory Comput. 2006, 2, 364.
- (2006) J. Chem. Theory Comput. , vol.2 , pp. 364
- Zhao, Y.¹ Schultz, N.E.² Truhlar, D.G.³

47
- 40549127108
- Y. Zhao, D. G. Truhlar, Acc. Chem. Res. 2008, 41, 157.
- (2008) Acc. Chem. Res. , vol.41 , pp. 157
- Zhao, Y.¹ Truhlar, D.G.²

48
- 77952819729
- Gaussian, Inc., Wallingford CT
- M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven Jr, J. A. Montgomery, J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, N. J. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, Ã-. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, D. J. Fox, Gaussian09, Gaussian, Inc., Wallingford CT, 2009.
- (2009) Gaussian09
- Frisch, M.J.¹ Trucks, G.W.² Schlegel, H.B.³ Scuseria, G.E.⁴ Robb, M.A.⁵ Cheeseman, J.R.⁶ Scalmani, G.⁷ Barone, V.⁸ Mennucci, B.⁹ Petersson, G.A.¹⁰ Nakatsuji, H.¹¹ Caricato, M.¹² Li, X.¹³ Hratchian, H.P.¹⁴ Izmaylov, A.F.¹⁵ Bloino, J.¹⁶ Zheng, G.¹⁷ Sonnenberg, J.L.¹⁸ Hada, M.¹⁹ Ehara, M.²⁰ more..

49
- 0031209054
- E. Cances, B. Mennucci, J. Tomasi, J. Chem. Phys. 1997, 107, 3032.
- (1997) J. Chem. Phys. , vol.107 , pp. 3032
- Cances, E.¹ Mennucci, B.² Tomasi, J.³

50
- 84961979198
- B. Mennucci, J. Tomasi, J. Chem. Phys. 1997, 106, 5151.
- (1997) J. Chem. Phys. , vol.106 , pp. 5151
- Mennucci, B.¹ Tomasi, J.²

51
- 0031553301
- B. Mennucci, E. Cancès, J. Tomasi, J. Phys. Chem. B 1997, 101, 10506.
- (1997) J. Phys. Chem. B , vol.101 , pp. 10506
- Mennucci, B.¹ Cancès, E.² Tomasi, J.³

52
- 84962428823
- J. Tomasi, B. Mennucci, E. Cancès, THEOCHEM 1999, 464, 211.
- (1999) THEOCHEM , vol.464 , pp. 211
- Tomasi, J.¹ Mennucci, B.² Cancès, E.³

53
- 0030197702
- E. Ruiz, D. R. Salahub, A. Vela, J. Phys. Chem. 1996, 100, 12265.
- (1996) J. Phys. Chem. , vol.100 , pp. 12265
- Ruiz, E.¹ Salahub, D.R.² Vela, A.³

54
- 23844534485
- Y. Zhao, D. G. Truhlar, J. Phys. Chem. A 2005, 109, 6624.
- (2005) J. Phys. Chem. A , vol.109 , pp. 6624
- Zhao, Y.¹ Truhlar, D.G.²

55
- 77249127120
- Y. Zhao, D. G. Truhlar, J. Chem. Theory Comput. 2005, 1, 415.
- (2005) J. Chem. Theory Comput. , vol.1 , pp. 415
- Zhao, Y.¹ Truhlar, D.G.²

56
- 0030887944
- J. Hermans, L. Wang, J. Am. Chem. Soc. 1997, 119, 2707.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 2707
- Hermans, J.¹ Wang, L.²

57
- 0000997465
- M. Strajbl, Y. Y. Sham, J. VillÃ , Z. T. Chu, A. Warshel, J. Phys. Chem. B 2000, 104, 4578.
- (2000) J. Phys. Chem. B , vol.104 , pp. 4578
- Strajbl, M.¹ Sham, Y.Y.² Villã, J.³ Chu, Z.T.⁴ Warshel, A.⁵

58
- 0242407233
- Z. X. Yu, K. N. Houk, J. Am. Chem. Soc. 2003, 125, 13825.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 13825
- Yu, Z.X.¹ Houk, K.N.²

59
- 33645903407
- A. Bennaim, Y. Marcus, J. Chem. Phys. 1984, 81, 2016.
- (1984) J. Chem. Phys. , vol.81 , pp. 2016
- Bennaim, A.¹ Marcus, Y.²

60
- 0000301294
- M. D. Tissandier, K. A. Cowen, W. Y. Feng, E. Gundlach, M. H. Cohen, A. D. Earhart, J. V. Coe, T. R. Tuttle, J. Phys. Chem. A 1998, 102, 7787.
- (1998) J. Phys. Chem. A , vol.102 , pp. 7787
- Tissandier, M.D.¹ Cowen, K.A.² Feng, W.Y.³ Gundlach, E.⁴ Cohen, M.H.⁵ Earhart, A.D.⁶ Coe, J.V.⁷ Tuttle, T.R.⁸

61
- 84961976132
- C. P. Kelly, C. J. Cramer, D. G. Truhlar, J. Phys. Chem. B 2006, 110, 16066.
- (2006) J. Phys. Chem. B , vol.110 , pp. 16066
- Kelly, C.P.¹ Cramer, C.J.² Truhlar, D.G.³

62
- 0001053827
- R. L. Martin, P. J. Hay, L. R. Pratt, J. Phys. Chem. A 1998, 102, 3565.
- (1998) J. Phys. Chem. A , vol.102 , pp. 3565
- Martin, R.L.¹ Hay, P.J.² Pratt, L.R.³

63
- 84962439573
- Q. Y. Meng, C. G. Zhang, M. B. Huang, Can. J. Chem. 2009, 87, 1610.
- (2009) Can. J. Chem. , vol.87 , pp. 1610
- Meng, Q.Y.¹ Zhang, C.G.² Huang, M.B.³

64
- 78650360095
- Y. Z. Xia, A. S. Dudnik, Y. H. Li, V. Gevorgyan, Org. Lett. 2010, 12, 5538.
- (2010) Org. Lett. , vol.12 , pp. 5538
- Xia, Y.Z.¹ Dudnik, A.S.² Li, Y.H.³ Gevorgyan, V.⁴

65
- 78449264649
- Y. Z. Xia, G. P. Huang, J. Org. Chem. 2010, 75, 7842.
- (2010) J. Org. Chem. , vol.75 , pp. 7842
- Xia, Y.Z.¹ Huang, G.P.²

66
- 77953116518
- A. S. Dudnik, Y. Z. Xia, Y. H. Li, V. Gevorgyan, J. Am. Chem. Soc. 2010, 132, 7645.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 7645
- Dudnik, A.S.¹ Xia, Y.Z.² Li, Y.H.³ Gevorgyan, V.⁴

67
- 37849051960
- F. Q. Shi, X. Li, Y. Xia, L. Zhang, Z. X. Yu, J. Am. Chem. Soc. 2007, 129, 15503.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 15503
- Shi, F.Q.¹ Li, X.² Xia, Y.³ Zhang, L.⁴ Yu, Z.X.⁵

68
- 34547282637
- A. Rossin, L. Gonsalvi, A. D. Phillips, O. Maresca, A. Lledõs, M. Peruzzini, Organometallics 2007, 26, 3289.
- (2007) Organometallics , vol.26 , pp. 3289
- Rossin, A.¹ Gonsalvi, L.² Phillips, A.D.³ Maresca, O.⁴ Lledõs, A.⁵ Peruzzini, M.⁶

69
- 71749112790
- Y. Liang, H. Zhou, Z.-X. Yu, J. Am. Chem. Soc. 2009, 131, 17783.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 17783
- Liang, Y.¹ Zhou, H.² Yu, Z.-X.³

70
- 80052716573
- S. Xu, R. Chen, Z. He, J. Org. Chem. 2011, 76, 7528.
- (2011) J. Org. Chem. , vol.76 , pp. 7528
- Xu, S.¹ Chen, R.² He, Z.³

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