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Angewandte Chemie - International Edition

Volumn 48, Issue 48, 2009, Pages 9156-9159

Recrossing and dynamic matching effects on selectivity in a diels-alder reaction

(3) Wang, Zhihong a Hirschi, Jennifer S a Singleton, Daniel A a

a TEXAS A AND M UNIVERSITY (United States)

Author keywords

Cycloaddition; Molecular dynamics; Selectivity; Trajectories; Transition states

Indexed keywords

DIELS-ALDER REACTION; DIRECTION OF MOTION; DYNAMIC MATCHING; HETERO-DIELS-ALDER REACTIONS; METHYL VINYL KETONES; MINOR PRODUCTS; SELECTIVITY; TRANSITION STATE; TRANSITION STATES;

ALDEHYDES; FREQUENCY MODULATION; KETONES; MOLECULAR DYNAMICS;

REACTION KINETICS;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; KINETICS;

KINETICS; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE;

EID: 70449564274 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200903293 Document Type: Article

Times cited : (108)

References (43)

1
- 0346421884
- a) B. K. Carpenter, Angew. Chem. 1998, 110, 3532-3543;
- (1998) Angew. Chem. , vol.110 , pp. 3532-3543
- Carpenter, B.K.¹

2
- 0000611996
- Angew. Chem. Int. Ed. 1998, 37, 3340-3350;
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 3340-3350

3
- 0142165061
- b) B. K. Carpenter, J. Phys. Org. Chem. 2003, 16, 858-868.
- (2003) J. Phys. Org. Chem. , vol.16 , pp. 858-868
- Carpenter, B.K.¹

4
- 0000062793
- a) B. K. Carpenter, J. Am. Chem. Soc. 1985, 107, 5730-5732;
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 5730-5732
- Carpenter, B.K.¹

5
- 0012311763
- b)B. K. Carpenter, J. Am. Chem. Soc. 1995, 117, 6336-6344;
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 6336-6344
- Carpenter, B.K.¹

6
- 0029905871
- c) B. K. Carpenter, J. Am. Chem. Soc. 1996, 118, 10329-10330;
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 10329-10330
- Carpenter, B.K.¹

7
- 0034684264
- d) M. B. Reyes, B. K. Carpenter, J. Am. Chem. Soc. 2000, 122, 10163-10176;
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 10163-10176
- Reyes, M.B.¹ Carpenter, B.K.²

8
- 0037196290
- e) M. B. Reyes, E. B. Lobkovsky, B. K. Carpenter, J. Am. Chem. Soc. 2002, 124, 641-651;
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 641-651
- Reyes, M.B.¹ Lobkovsky, E.B.² Carpenter, B.K.³

9
- 0037167016
- f) J. A. Nummela, B. K. Carpenter, J. Am. Chem. Soc. 2002, 124, 8512-8513;
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 8512-8513
- Nummela, J.A.¹ Carpenter, B.K.²

10
- 51749092196
- g) A. E. Litovitz, I. Keresztes, B. K. Carpenter, J. Am. Chem. Soc. 2008, 130, 12085-12094.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 12085-12094
- Litovitz, A.E.¹ Keresztes, I.² Carpenter, B.K.³

11
- 0001465311
- a) C. Doubleday, Jr., K. Bolton, W. L. Hase, J. Am. Chem. Soc. 1997, 119, 5251-5252;
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 5251-5252
- Doubleday Jr., C.¹ Bolton, K.² Hase, W.L.³

12
- 0033583717
- b) C. Doubleday, M. Nendel, K. N. Houk, D. Thweatt, M. Page, J. Am. Chem. Soc. 1999, 121, 4720-4721;
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 4720-4721
- Doubleday, C.¹ Nendel, M.² Houk, K.N.³ Thweatt, D.⁴ Page, M.⁵

13
- 30744435122
- c) C. Doubleday, C. P. Suhrada, K. N. Houk, J. Am. Chem. Soc. 2006, 128, 90-94.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 90-94
- Doubleday, C.¹ Suhrada, C.P.² Houk, K.N.³

14
- 0033549040
- a) A. Kless, M. Nendel, S. Wilsey, K. N. Houk, J. Am. Chem. Soc. 1999, 121, 4524-4525;
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 4524-4525
- Kless, A.¹ Nendel, M.² Wilsey, S.³ Houk, K.N.⁴

15
- 0037055058
- b) S. L. Debbert, B. K. Carpenter, D. A. Hrovat, W. T. Borden, J. Am. Chem. Soc. 2002, 124, 7896-7897.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 7896-7897
- Debbert, S.L.¹ Carpenter, B.K.² Hrovat, D.A.³ Borden, W.T.⁴

16
- 0000050815
- a) H. Metiu, J.Ross, R. Silbey, T. F. George, J. Chem. Phys. 1974, 61, 3200-3209;
- (1974) J. Chem. Phys. , vol.61 , pp. 3200-3209
- Metiu, H.¹ Ross, J.² Silbey, R.³ George, T.F.⁴

17
- 0141982676
- b) P.Valtazanos, K. Ruedenberg, Theor. Chim. Acta 1986, 69, 281-307;
- (1986) Theor. Chim. Acta , vol.69 , pp. 281-307
- Valtazanos, P.¹ Ruedenberg, K.²

18
- 0346028025
- c) T. L. Windus, M. S. Gordon, L. W. Burggraf, L. P. Davis, J. Am. Chem. Soc. 1991, 113, 4356-4357;
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 4356-4357
- Windus, T.L.¹ Gordon, M.S.² Burggraf, L.W.³ Davis, L.P.⁴

19
- 0001631394
- d) A. Tachibana, I. Okazaki, M. Koizumi, K. Hori, T. Yamabe, J. Am. Chem. Soc. 1985, 107, 1190-1196;
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 1190-1196
- Tachibana, A.¹ Okazaki, I.² Koizumi, M.³ Hori, K.⁴ Yamabe, T.⁵

20
- 0037824494
- e) C. Zhou, D. M. Birney, Org. Lett. 2002, 4, 3279-3282;
- (2002) Org. Lett. , vol.4 , pp. 3279-3282
- Zhou, C.¹ Birney, D.M.²

21
- 33845933408
- f) H. Wei, D. A. Hrovat, W. T. Borden, J. Am. Chem. Soc. 2006, 128, 16676-16683;
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 16676-16683
- Wei, H.¹ Hrovat, D.A.² Borden, W.T.³

22
- 0030826235
- g) S. Shaik, D. Danovich, G. N. Sastry, P. Y. Ayala, H. B. Schlegel, J. Am. Chem. Soc. 1997, 119, 9237-9245.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 9237-9245
- Shaik, S.¹ Danovich, D.² Sastry, G.N.³ Ayala, P.Y.⁴ Schlegel, H.B.⁵

23
- 0037419851
- a) D. A. Singleton, C. Hang, M. J. Szymanski, M. P. Meyer, A. G. Leach, K. T. Kuwata, J. S. Chen, A. Greer, C. S. Foote, K. N. Houk, J. Am. Chem. Soc. 2003, 125, 1319-1328;
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 1319-1328
- Singleton, D.A.¹ Hang, C.² Szymanski, M.J.³ Meyer, M.P.⁴ Leach, A.G.⁵ Kuwata, K.T.⁶ Chen, J.S.⁷ Greer, A.⁸ Foote, C.S.⁹ Houk, K.N.¹⁰

24
- 0037419822
- b) D. A. Singleton, C. Hang, M. J. Szymanski, E. E. Greenwald, J. Am. Chem. Soc. 2003, 125, 1176-1177;
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 1176-1177
- Singleton, D.A.¹ Hang, C.² Szymanski, M.J.³ Greenwald, E.E.⁴

25
- 21244447305
- c) T. Bekele, C. F. Christian, M. A. Lipton, D. A. Singleton, J. Am. Chem. Soc. 2005, 127, 9216-9223.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 9216-9223
- Bekele, T.¹ Christian, C.F.² Lipton, M.A.³ Singleton, D.A.⁴

26
- 55549098582
- J. B. Thomas, J. R. Waas, M. Harmata, D. A. Singleton, J. Am. Chem. Soc. 2008, 130, 14544-14555.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 14544-14555
- Thomas, J.B.¹ Waas, J.R.² Harmata, M.³ Singleton, D.A.⁴

27
- 0037138625
- a) P. Caramella, P. Quadrelli, L. Toma, J. Am. Chem. Soc. 2002, 124, 1130-1131;
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 1130-1131
- Caramella, P.¹ Quadrelli, P.² Toma, L.³

28
- 0035939528
- b) L. Toma, S. Romano, P. Quadrelli, P. Caramella, Tetrahedron Lett. 2001, 42, 5077-5080;
- (2001) Tetrahedron Lett. , vol.42 , pp. 5077-5080
- Toma, L.¹ Romano, S.² Quadrelli, P.³ Caramella, P.⁴

29
- 67650530548
- c) K. K. Kelly, J. S. Hirschi, D. A. Singleton, J. Am. Chem. Soc. 2009, 131, 8382-8383.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 8382-8383
- Kelly, K.K.¹ Hirschi, J.S.² Singleton, D.A.³

30
- 33745055198
- B. R. Ussing, C. Hang, D. A. Singleton, J. Am. Chem. Soc. 2006, 128, 7594-7607.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 7594-7607
- Ussing, B.R.¹ Hang, C.² Singleton, D.A.³

31
- 53049104386
- a) N. Celebi-Olcum, D. H. Ess, V. Aviyente, K. N. Houk, J. Org. Chem. 2008, 73, 7472-7480;
- (2008) J. Org. Chem. , vol.73 , pp. 7472-7480
- Celebi-Olcum, N.¹ Ess, D.H.² Aviyente, V.³ Houk, K.N.⁴

32
- 0345802953
- b) J. Limanto, K. S. Khuong, K. N. Houk, M. L. Snapper, J. Am. Chem. Soc. 2003, 125, 16310-16321.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 16310-16321
- Limanto, J.¹ Khuong, K.S.² Houk, K.N.³ Snapper, M.L.⁴

33
- 5644273803
- For the application of variational transition state theory to isotope effects on surfaces involving symmetry breaking, see: A. Gonzalez-Lafont, M. Moreno, J. M. Lluch, J. Am. Chem. Soc. 2004, 126, 13089-13094.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 13089-13094
- Gonzalez-Lafont, A.¹ Moreno, M.² Lluch, J.M.³

34
- 0027971670
- W. L. Hase, Science 1994, 266, 998-1002.
- (1994) Science , vol.266 , pp. 998-1002
- Hase, W.L.¹

35
- 70349630685
- Y. Oyola, D. A. Singleton, J. Am. Chem. Soc. 2009, 131, 3130-3131.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 3130-3131
- Oyola, Y.¹ Singleton, D.A.²

36
- 0025323350
- N. Ibrahim, T. Eggimann, E. A. Dixon, H. Wieser, Tetrahedron 1990, 46, 1503-1514.
- (1990) Tetrahedron , vol.46 , pp. 1503-1514
- Ibrahim, N.¹ Eggimann, T.² Dixon, E.A.³ Wieser, H.⁴

37
- 0342289862
- B. P. Mundy, R. D. Otzenberger, A. R. DeBernardis, J. Org. Chem. 1971, 36, 2390.
- (1971) J. Org. Chem. , vol.36 , pp. 2390
- Mundy, B.P.¹ Otzenberger, R.D.² Debernardis, A.R.³

38
- 0142102226
- a) K. B. Lipkowitz, B. P. Mundy, D. Geeseman, Synth. Commun. 1973, 3, 453-458;
- (1973) Synth. Commun. , vol.3 , pp. 453-458
- Lipkowitz, K.B.¹ Mundy, B.P.² Geeseman, D.³

39
- 33947479455
- b) R. P. Lutz, J.D Roberts, J. Am. Chem. Soc. 1961, 83, 2198-2200.
- (1961) J. Am. Chem. Soc. , vol.83 , pp. 2198-2200
- Lutz, R.P.¹ Roberts, J.D.²

40
- 0038787885
- a) W. L. Hase, K. H. Song, M. S. Gordon, Comput. Sci. Eng. 2003, 5, 36-44;
- (2003) Comput. Sci. Eng. , vol.5 , pp. 36-44
- Hase, W.L.¹ Song, K.H.² Gordon, M.S.³

41
- 0003854825
- (Ed.: D. L. Thompson), World Scientific, Singapore
- b) K. Bolton, W. L. Hase, G. H. Peslherbe in Modem Methods for Multidimensional Dynamics Computations in Chemistry (Ed.: D. L. Thompson), World Scientific, Singapore, 1998, pp. 143 -189;
- (1998) Modem Methods for Multidimensional Dynamics Computations in Chemistry , pp. 143-189
- Bolton, K.¹ Hase, W.L.² Peslherbe, G.H.³

42
- 33846570818
- c) For approaches to dynamics in large systems, see: H. Lin, D. G. Truhlar, Theor. Chem. Acc. 2007, 117, 185-199;
- (2007) Theor. Chem. Acc. , vol.117 , pp. 185-199
- Lin, H.¹ Truhlar, D.G.²

43
- 68149158712
- d) S. C. L. Kamerlin, J. Cao, E. Rosta, A. Warshel, J. Phys. Chem. B 2009, 113, 10905-10915.
- (2009) J. Phys. Chem. B , vol.113 , pp. 10905-10915
- Kamerlin, S.C.L.¹ Cao, J.² Rosta, E.³ Warshel, A.⁴

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