SCOPUS 정보 검색 플랫폼

Chemical Communications

Volumn 49, Issue 39, 2013, Pages 4412-4414

Enantioselective synthesis of 2-substituted and 3-substituted piperidines through a bromoaminocyclization process

(5) Zhou, Ling a Tay, Daniel Weiliang a,b Chen, Jie a Leung, Gulice Yiu Chung b Yeung, Ying Yeung a

a NATIONAL UNIVERSITY OF SINGAPORE (Singapore)

b INSTITUTE OF CHEMICAL AND ENGINEERING SCIENCES (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; PIPERIDINE DERIVATIVE; PRECLAMOL; SILVER; THIOCARBAMIC ACID DERIVATIVE;

ARTICLE; BROMOAMINOCYCLIZATION; CATALYST; CHEMICAL REACTION; CYCLIZATION; ENANTIOSELECTIVITY; SYNTHESIS;

EID: 84873855250 PISSN: 13597345 EISSN: 1364548X Source Type: Journal
DOI: 10.1039/c2cc36578b Document Type: Article

Times cited : (78)

References (70)

1
- 0003870273
- S. W. Pelletier, Wiley, New York
- Alkaloids: Chemical and Biological Perspectives, ed. S. W. Pelletier, Wiley, New York, 1985, vol. 3
- (1985) Alkaloids: Chemical and Biological Perspectives , vol.3

2
- 0033775563
- D. O'Hagan: Nat. Prod. Rep. 2000 17:435-446
- (2000) Nat. Prod. Rep , vol.17 , pp. 435-446
- O'hagan, D.¹

3
- 0034607947
- N. Asano, R. J. Nash, R. J. Molyneux, G. W. J. Fleet: Tetrahedron: Asymmetry 2000 11:1645-1680
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 1645-1680
- Asano, N.¹ Nash, R.J.² Molyneux, R.J.³ Fleet, G.W.J.⁴

4
- 0036462605
- V. H. Lillelund, H. H. Jensen, X. F. Liang, M. Bols: Chem. Rev. 2002 102:515-553
- (2002) Chem. Rev , vol.102 , pp. 515-553
- Lillelund, V.H.¹ Jensen, H.H.² Liang, X.F.³ Bols, M.⁴

5
- 0003982088
- Elsevier, Amsterdam
- M. Rubiralta, E. Giralt and A. Diez, in Piperidine: Structure, Preparation, Reactivity, and Synthetic Applications of Piperidine and its Derivatives, Elsevier, Amsterdam, 1991
- Piperidine: Structure, Preparation, Reactivity, and Synthetic Applications of Piperidine and Its Derivatives , pp. 1991
- Rubiralta, M.¹ Giralt, E.² Diez, A.³

6
- 0037055075
- P. S. Baran, E. J. Corey: J. Am. Chem. Soc. 2002 124:7904-7905
- (2002) J. Am. Chem. Soc , vol.124 , pp. 7904-7905
- Baran, P.S.¹ Corey, E.J.²

7
- 64349093501
- A. L. Jr. Bowie, D. Trauner: J. Org. Chem. 2009 74:1581-1586
- (2009) J. Org. Chem , vol.74 , pp. 1581-1586
- Bowie, A.L.¹ Trauner, D.²

8
- 77957318019
- L. D. Julian, J. F. Hartwig: J. Am. Chem. Soc. 2010 132:13813-13822
- (2010) J. Am. Chem. Soc , vol.132 , pp. 13813-13822
- Julian, L.D.¹ Hartwig, J.F.²

9
- 77950845145
- J. M. Hoover, A. DiPasquale, J. M. Mayer, F. E. Michael: J. Am. Chem. Soc. 2010 132:5043-5053
- (2010) J. Am. Chem. Soc , vol.132 , pp. 5043-5053
- Hoover, J.M.¹ Dipasquale, A.² Mayer, J.M.³ Michael, F.E.⁴

10
- 33750329521
- M. Amat, O. Bassas, N. Llor, M. Cantó, M. Pérez, E. Molins, J. Bosch: Chem.-Eur. J. 2006 12:7872-7881
- (2006) Chem.-Eur. J , vol.12 , pp. 7872-7881
- Amat, M.¹ Bassas, O.² Llor, N.³ Cantó, M.⁴ Pérez, M.⁵ Molins, E.⁶ Bosch, J.⁷

11
- 79959636699
- M. Amat, M. Pérez, J. Bosch: Chem.-Eur. J. 2011 17:7724-7732
- (2011) Chem.-Eur. J , vol.17 , pp. 7724-7732
- Amat, M.¹ Pérez, M.² Bosch, J.³

12
- 84990101158
- H. Kunz, W. Pfrengle: Angew. Chem., Int. Ed. Engl. 1989 28:1067-1068
- (1989) Angew. Chem., Int. Ed. Engl , vol.28 , pp. 1067-1068
- Kunz, H.¹ Pfrengle, W.²

13
- 0024447486
- W. Pfrengle, H. Kunz: J. Org. Chem. 1989 54:4261-4263
- (1989) J. Org. Chem , vol.54 , pp. 4261-4263
- Pfrengle, W.¹ Kunz, H.²

14
- 0029007777
- J. T. Randolph, K. F. McClure, S. J. Danishefsky: J. Am. Chem. Soc. 1995 117:5712-5719
- (1995) J. Am. Chem. Soc , vol.117 , pp. 5712-5719
- Randolph, J.T.¹ McClure, K.F.² Danishefsky, S.J.³

15
- 0029049463
- J. Y. Roberge, X. Beebe, S. J. Danishefsky: Science 1995 269:202-204
- (1995) Science , vol.269 , pp. 202-204
- Roberge, J.Y.¹ Beebe, X.² Danishefsky, S.J.³

16
- 0030869849
- M. Weymann, W. Pfrengle, D. Schollmeyer, H. Kunz: Synthesis 1997 1151-1160
- (1997) Synthesis , pp. 1151-1160
- Weymann, M.¹ Pfrengle, W.² Schollmeyer, D.³ Kunz, H.⁴

17
- 0033223066
- D. R. Dragoli, L. A. Thompson, J. O'Brien, J. A. Ellman: J. Comb. Chem. 1999 1:534-539
- (1999) J. Comb. Chem , vol.1 , pp. 534-539
- Dragoli, D.R.¹ Thompson, L.A.² O'brien, J.³ Ellman, J.A.⁴

18
- 0034665619
- I. Paterson, M. Donghi, K. Gerlach: Angew. Chem., Int. Ed. 2000 39:3315-3319
- (2000) Angew. Chem., Int. Ed , vol.39 , pp. 3315-3319
- Paterson, I.¹ Donghi, M.² Gerlach, K.³

19
- 4644319268
- G. Zech, H. Kunz: Chem.-Eur. J. 2004 10:4136-4149
- (2004) Chem.-Eur. J , vol.10 , pp. 4136-4149
- Zech, G.¹ Kunz, H.²

20
- 42149122774
- R.-H. Liu, K. Fang, B. Wang, M.-H. Xu, G.-Q. Lin: J. Org. Chem. 2008 73:3307-3310
- (2008) J. Org. Chem , vol.73 , pp. 3307-3310
- Liu, R.-H.¹ Fang, K.² Wang, B.³ Xu, M.-H.⁴ Lin, G.-Q.⁵

21
- 78650861483
- F. Colpaert, S. Mangelinckx, N. Kimpe: J. Org. Chem. 2011 74:234-244
- (2011) J. Org. Chem , vol.74 , pp. 234-244
- Colpaert, F.¹ Mangelinckx, S.² Kimpe, N.³

22
- 0026014504
- H. Law, G. A. Leclerc, J. L. Neumeyer: Tetrahedron: Asymmetry 1991 2:989-992
- (1991) Tetrahedron: Asymmetry , vol.2 , pp. 989-992
- Law, H.¹ Leclerc, G.A.² Neumeyer, J.L.³

23
- 0028135190
- C. Sonesson, J. Lindborg: Tetrahedron Lett. 1994 35:9063-9066
- (1994) Tetrahedron Lett , vol.35 , pp. 9063-9066
- Sonesson, C.¹ Lindborg, J.²

24
- 0000772498
- Y.-S. Wong, C. Marazano, D. Gnecco, Y. Génisson, A. Chiaroni, B. C. Das: J. Org. Chem. 1997 62:729-733
- (1997) J. Org. Chem , vol.62 , pp. 729-733
- Wong, Y.-S.¹ Marazano, C.² Gnecco, D.³ Génisson, Y.⁴ Chiaroni, A.⁵ Das, B.C.⁶

25
- 0035819644
- T. A. Johnson, M. D. Curtis, P. Beak: J. Am. Chem. Soc. 2001 123:1004-1005
- (2001) J. Am. Chem. Soc , vol.123 , pp. 1004-1005
- Johnson, T.A.¹ Curtis, M.D.² Beak, P.³

26
- 33644770199
- R. Weihofen, A. Dahnz, O. Tverskoy, G. Helmchen: Chem. Commun. 2005 3541-3543
- (2005) Chem. Commun , pp. 3541-3543
- Weihofen, R.¹ Dahnz, A.² Tverskoy, O.³ Helmchen, G.⁴

27
- 37349050677
- J. Esquivias, R. G. Arrayás, J. C. Carretero: Angew. Chem., Int. Ed. 2007 46:9257
- (2007) Angew. Chem., Int. Ed , vol.46 , pp. 9257
- Esquivias, J.¹ Arrayás, R.G.² Carretero, J.C.³

28
- 79954445454
- P. R. Girling, T. Kiyoi, A. Whiting: Org. Biomol. Chem. 2011 9:3105-3121
- (2011) Org. Biomol. Chem , vol.9 , pp. 3105-3121
- Girling, P.R.¹ Kiyoi, T.² Whiting, A.³

29
- 80051584790
- Z. Cui, H.-J. Yu, R.-F. Yang, W.-Y. Gao, C.-G. Feng, G.-Q. Lin: J. Am. Chem. Soc. 2011 133:12394-12397
- (2011) J. Am. Chem. Soc , vol.133 , pp. 12394-12397
- Cui, Z.¹ Yu, H.-J.² Yang, R.-F.³ Gao, W.-Y.⁴ Feng, C.-G.⁵ Lin, G.-Q.⁶

30
- 81855218279
- M. Ye, G.-L. Gao, A. J. F. Edmunds, P. A. Worthington, J. A. Morris, J.-Q. Yu: J. Am. Chem. Soc. 2011 133:19090-19093
- (2011) J. Am. Chem. Soc , vol.133 , pp. 19090-19093
- Ye, M.¹ Gao, G.-L.² Edmunds, A.J.F.³ Worthington, P.A.⁴ Morris, J.A.⁵ Yu, J.-Q.⁶

31
- 37049113992
- J. D. Hobson, W. D. Riddell: Chem. Commun. 1968 1178-1180
- (1968) Chem. Commun , pp. 1178-1180
- Hobson, J.D.¹ Riddell, W.D.²

32
- 0345428104
- Y. Tamaru, S. Kawamura, T. Bando, K. Tanaka, M. Hojo, Z. Yoshida: J. Org. Chem. 1988 53:5491-5501
- (1988) J. Org. Chem , vol.53 , pp. 5491-5501
- Tamaru, Y.¹ Kawamura, S.² Bando, T.³ Tanaka, K.⁴ Hojo, M.⁵ Yoshida, Z.⁶

33
- 0026055292
- E. D. Edstrom: Tetrahedron Lett. 1991 32:5709-5712
- (1991) Tetrahedron Lett , vol.32 , pp. 5709-5712
- Edstrom, E.D.¹

34
- 0027442712
- E. J. Corey, T. P. Loh, S. AchyuthaRao, D. C. Daley, S. Sarshar: J. Org. Chem. 1993 58:5600-5602
- (1993) J. Org. Chem , vol.58 , pp. 5600-5602
- Corey, E.J.¹ Loh, T.P.² Achyutharao, S.³ Daley, D.C.⁴ Sarshar, S.⁵

35
- 0037035354
- J. Helaja, R. Göttlich: Chem. Commun. 2002 720-721
- (2002) Chem. Commun , pp. 720-721
- Helaja, J.¹ Göttlich, R.²

36
- 0344443388
- M. Sasaki, A. K. Yudin: J. Am. Chem. Soc. 2003 125:14242-14243
- (2003) J. Am. Chem. Soc , vol.125 , pp. 14242-14243
- Sasaki, M.¹ Yudin, A.K.²

37
- 33746883943
- G. Chen, M. Sasaki, X. Li, A. K. Yudin: J. Org. Chem. 2006 71:6067-6073
- (2006) J. Org. Chem , vol.71 , pp. 6067-6073
- Chen, G.¹ Sasaki, M.² Li, X.³ Yudin, A.K.⁴

38
- 78149423684
- G. Chen, S. Ma: Angew. Chem., Int. Ed. 2010 49:8306
- (2010) Angew. Chem., Int. Ed , vol.49 , pp. 8306
- Chen, G.¹ Ma, S.²

39
- 79955751789
- A. Castellanos, S. P. Fletcher: Chem.-Eur. J. 2011 17:5766
- (2011) Chem.-Eur. J , vol.17 , pp. 5766
- Castellanos, A.¹ Fletcher, S.P.²

40
- 80052376367
- S. A. Synder, D. S. Treitler, A. P. Brucks: Aldrichimica Acta 2011 44:27
- (2011) Aldrichimica Acta , vol.44 , pp. 27
- Synder, S.A.¹ Treitler, D.S.² Brucks, A.P.³

41
- 84857730742
- U. Hennecke: Chem.-Asian J. 2012 7:456-465
- (2012) Chem.-Asian J. , vol.7 , pp. 456-465
- Hennecke, U.¹

42
- 84861581014
- W. Zhang, N. Liu, C. M. Schienebeck, K. Decloux, S. Zheng, J. B. Werness, W. Tang: Chem.-Eur. J. 2012 18:7296-7305
- (2012) Chem.-Eur. J , vol.18 , pp. 7296-7305
- Zhang, W.¹ Liu, N.² Schienebeck, C.M.³ Decloux, K.⁴ Zheng, S.⁵ Werness, J.B.⁶ Tang, W.⁷

43
- 84859621571
- M. C. Dobish, J. N. Johnston: J. Am. Chem. Soc. 2012 134:6068-6071
- (2012) J. Am. Chem. Soc , vol.134 , pp. 6068-6071
- Dobish, M.C.¹ Johnston, J.N.²

44
- 84862744050
- K. Murai, A. Nakamura, T. Matsushita, M. Shimura, H. Fujioka: Chem.-Eur. J. 2012 18:8448
- (2012) Chem.-Eur. J , vol.18 , pp. 8448
- Murai, K.¹ Nakamura, A.² Matsushita, T.³ Shimura, M.⁴ Fujioka, H.⁵

45
- 84867379566
- X. Jiang, C. K. Tan, L. Zhou, Y.-Y. Yeung: Angew. Chem., Int. Ed. 2012 51:7779
- (2012) Angew. Chem., Int. Ed , vol.51 , pp. 7779
- Jiang, X.¹ Tan, C.K.² Zhou, L.³ Yeung, Y.-Y.⁴

46
- 84862907743
- J. Chen, L. Zhou, C. K. Tan, Y.-Y. Yeung: J. Org. Chem. 2012 77:999
- (2012) J. Org. Chem , vol.77 , pp. 999
- Chen, J.¹ Zhou, L.² Tan, C.K.³ Yeung, Y.-Y.⁴

47
- 84860378426
- J. Chen, L. Zhou, Y.-Y. Yeung: Org. Biomol. Chem. 2012 10:3808
- (2012) Org. Biomol. Chem , vol.10 , pp. 3808
- Chen, J.¹ Zhou, L.² Yeung, Y.-Y.³

48
- 84862106469
- C. K. Tan, C. Le, Y.-Y. Yeung: Chem. Commun. 2012 48:5793
- (2012) Chem. Commun , vol.48 , pp. 5793
- Tan, C.K.¹ Le, C.² Yeung, Y.-Y.³

49
- 79956160559
- C. K. Tan, L. Zhou, Y.-Y. Yeung: Org. Lett. 2011 13:2738
- (2011) Org. Lett , vol.13 , pp. 2738
- Tan, C.K.¹ Zhou, L.² Yeung, Y.-Y.³

50
- 84860390566
- C. K. Tan, F. Chen, Y.-Y. Yeung: Tetrahedron Lett. 2011 52:4892
- (2011) Tetrahedron Lett , vol.52 , pp. 4892
- Tan, C.K.¹ Chen, F.² Yeung, Y.-Y.³

51
- 80051843358
- C. K. Tan, L. Zhou, Y.-Y. Yeung: Synlett 2011 1335
- (2011) Synlett , pp. 1335
- Tan, C.K.¹ Zhou, L.² Yeung, Y.-Y.³

52
- 79958809866
- L. Zhou, J. Chen, C. K. Tan, Y.-Y. Yeung: J. Am. Chem. Soc. 2011 133:9164
- (2011) J. Am. Chem. Soc , vol.133 , pp. 9164
- Zhou, L.¹ Chen, J.² Tan, C.K.³ Yeung, Y.-Y.⁴

53
- 78649736234
- L. Zhou, C. K. Tan, X. Jiang, F. Chen, Y.-Y. Yeung: J. Am. Chem. Soc. 2010 132:15474
- (2010) J. Am. Chem. Soc , vol.132 , pp. 15474
- Zhou, L.¹ Tan, C.K.² Jiang, X.³ Chen, F.⁴ Yeung, Y.-Y.⁵

54
- 77957343192
- G. Veitch, E. N. Jacobsen: Angew. Chem., Int. Ed. 2010 49:7332
- (2010) Angew. Chem., Int. Ed , vol.49 , pp. 7332
- Veitch, G.¹ Jacobsen, E.N.²

55
- 0141492284
- H. Takayama, M. Kitajima, K. Ogata, S. Sakai: J. Org. Chem. 1992 57:4583-4584
- (1992) J. Org. Chem , vol.57 , pp. 4583-4584
- Takayama, H.¹ Kitajima, M.² Ogata, K.³ Sakai, S.⁴

56
- 84970579715
- D. Ward, K. Raner: Aust. J. Chem. 1991 44:1749-1760
- (1991) Aust. J. Chem , vol.44 , pp. 1749-1760
- Ward, D.¹ Raner, K.²

57
- 13444252571
- M. Ori, N. Toda, K. Takami, K. Tago, H. Kogen: Tetrahedron 2005 61:2075-2104
- (2005) Tetrahedron , vol.61 , pp. 2075-2104
- Ori, M.¹ Toda, N.² Takami, K.³ Tago, K.⁴ Kogen, H.⁵

58
- 0027048485
- M. C. Desai, S. L. Lefkowitz, P. F. Thadeio, K. P. Longo, R. M. Snider: J. Med. Chem. 1992 35:4911
- (1992) J. Med. Chem , vol.35 , pp. 4911
- Desai, M.C.¹ Lefkowitz, S.L.² Thadeio, P.F.³ Longo, K.P.⁴ Snider, R.M.⁵

59
- 0027437887
- T. Rosen, T. F. Seeger, S. McLean, M. C. Desai, K. J. Guarino, D. Bryce, K. Pratt, J. Heym, P. M. Chalabi, J. H. Windels, R. W. Roth: J. Med. Chem. 1993 36:3197
- (1993) J. Med. Chem , vol.36 , pp. 3197
- Rosen, T.¹ Seeger, T.F.² McLean, S.³ Desai, M.C.⁴ Guarino, K.J.⁵ Bryce, D.⁶ Pratt, K.⁷ Heym, J.⁸ Chalabi, P.M.⁹ Windels, J.H.¹⁰ Roth, R.W.¹¹

60
- 0027997928
- T. Harrison, B. J. Williams, C. J. Swain, R. G. Ball: Bioorg. Med. Chem. Lett. 1994 4:2545
- (1994) Bioorg. Med. Chem. Lett. , vol.4 , pp. 2545
- Harrison, T.¹ Williams, B.J.² Swain, C.J.³ Ball, R.G.⁴

61
- 33646539102
- A. Kamel, J. Davis, M. J. Potchoiba, C. Prakash: Xenobiotica 2006 36:235
- (2006) Xenobiotica , vol.36 , pp. 235
- Kamel, A.¹ Davis, J.² Potchoiba, M.J.³ Prakash, C.⁴

62
- 84876573923
- A. Peter, R. S. Ward, M. Balasubramanian: J. Chem. Soc., Chem. Commun. 1976 151-152
- (1976) J. Chem. Soc., Chem. Commun , pp. 151-152
- Peter, A.¹ Ward, R.S.² Balasubramanian, M.³

63
- 0027293731
- Y. Matsumura, J. Terauchi, T. Yamamoto, T. Konno, T. Shono: Tetrahedron 1993 49:8503
- (1993) Tetrahedron , vol.49 , pp. 8503
- Matsumura, Y.¹ Terauchi, J.² Yamamoto, T.³ Konno, T.⁴ Shono, T.⁵

64
- 77955098441
- F. Thaler, M. Varasi, A. Colombo, R. Boggio, D. Munari, N. Regalia, M. G. Rozio, V. Reali, A. E. Resconi, A. Mai, S. Gagliardi, G. Dondio, S. Minucci, C. Mercurio: ChemMedChem 2010 5:1359-1372
- (2010) Chemmedchem , vol.5 , pp. 1359-1372
- Thaler, F.¹ Varasi, M.² Colombo, A.³ Boggio, R.⁴ Munari, D.⁵ Regalia, N.⁶ Rozio, M.G.⁷ Reali, V.⁸ Resconi, A.E.⁹ Mai, A.¹⁰ Gagliardi, S.¹¹ Dondio, G.¹² Minucci, S.¹³ Mercurio, C.¹⁴

65
- 0037178527
- M. Amat, M. Cantó, N. Llor, C. Escolano, E. Molins, E. Espinosa, J. Bosch: J. Org. Chem. 2002 67:5343
- (2002) J. Org. Chem , vol.67 , pp. 5343
- Amat, M.¹ Cantó, M.² Llor, N.³ Escolano, C.⁴ Molins, E.⁵ Espinosa, E.⁶ Bosch, J.⁷

66
- 0037413526
- M. Macchia, L. Cervetto, G. C. Demontis, B. Longoni, F. Minutolo, E. Orlandini, G. Ortore, C. Papi, A. Sbrana, B. Macchia: J. Med. Chem. 2003 46:161
- (2003) J. Med. Chem , vol.46 , pp. 161
- Macchia, M.¹ Cervetto, L.² Demontis, G.C.³ Longoni, B.⁴ Minutolo, F.⁵ Orlandini, E.⁶ Ortore, G.⁷ Papi, C.⁸ Sbrana, A.⁹ Macchia, B.¹⁰

67
- 33745988216
- M.-Y. Chang, R. T. Hsu, H.-P. Chen, P.-J. Lin: Heterocycles 2006 68:1173
- (2006) Heterocycles , vol.68 , pp. 1173
- Chang, M.-Y.¹ Hsu, R.T.² Chen, H.-P.³ Lin, P.-J.⁴

68
- 0019770897
- U. Hacksell, L.-E. Arvidsson, U. Svensson, J. L. G. Nilsson, D. Sanchez, H. Wikström, P. Lindberg, S. Hjorth, A. Carlsson: J. Med. Chem. 1981 24:1475
- (1981) J. Med. Chem , vol.24 , pp. 1475
- Hacksell, U.¹ Arvidsson, L.-E.² Svensson, U.³ Nilsson, J.L.G.⁴ Sanchez, D.⁵ Wikström, H.⁶ Lindberg, P.⁷ Hjorth, S.⁸ Carlsson, A.⁹

69
- 0021998612
- S.-O. Thorberg, L. Gawell, I. Csöregh, J. L. G. Nilsson: Tetrahedron 1985 41:129
- (1985) J. L. G. Nilsson: Tetrahedron , vol.41 , pp. 129
- Thorberg, S.-O.¹ Gawell, L.² Csöregh, I.³

70
- 0001257929
- N. A. Grayson, W. D. Bowen, K. C. Rice: Heterocycles 1992 34:2281
- (1992) Heterocycles , vol.34 , pp. 2281
- Grayson, N.A.¹ Bowen, W.D.² Rice, K.C.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.