SCOPUS 정보 검색 플랫폼

Tetrahedron

Volumn 66, Issue 40, 2010, Pages 8108-8114

An efficient synthesis of enantiomerically pure aromatic-fused N-containing heterocycles from common chiral aziridines

(5) Chan Kim, Jong a Choi, Hwan Geun a Kim, Min Suk b Ha, Hyun Joon b Lee, Won Koo a

a Sogang University (South Korea)

b Hankuk University of Foreign Studies (South Korea)

Author keywords

Benzoxazine; C N bond formation; Chiral aziridine; Tetrahydroquinoline; Tetrahydroquinoxaline

Indexed keywords

AZIRIDINE DERIVATIVE; NITROGEN; PALLADIUM; QUINOLINE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOMER; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 77956394036 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/j.tet.2010.07.027 Document Type: Article

Times cited : (15)

References (32)

1
- 77956394150
- (Wyeth, USA). Application: WO 2008/052075 A2.
- Stack, G.P.; Hatzenbuhler, N.T.; Zhou, D.; (Wyeth, USA). Application: WO 2008/052075 A2.
- Stack ., G.P.¹ Hatzenbuhler ., N.T.² Zhou, D.³

2
- 33947278309
- J.L. Shoemaker, K.A. Seely, R.L. Reed, J.P. Crow, and P.L. Prather J. Neurochem. 101 2007 87
- (2007) J. Neurochem. , vol.101 , pp. 87
- Shoemaker, J.L.¹ Seely, K.A.² Reed, R.L.³ Crow, J.P.⁴ Prather, P.L.⁵

3
- 33846223892
- A. Scutt, and E.M. Williamson Calcif. Tissue Int. 80 2007 50
- (2007) Calcif. Tissue Int. , vol.80 , pp. 50
- Scutt, A.¹ Williamson, E.M.²

4
- 68049083546
- J. Zhao, Q. He, Y. Cheng, B. Zhao, Y. Zhang, S. Zhang, and J. Miao Toxicol. in Vitro 23 2009 1039
- (2009) Toxicol. in Vitro , vol.23 , pp. 1039
- Zhao, J.¹ He, Q.² Cheng, Y.³ Zhao, B.⁴ Zhang, Y.⁵ Zhang, S.⁶ Miao, J.⁷

5
- 65449173954
- X. Liu, J. Zhao, J. Xu, B. Zhao, Y. Zhang, S. Zhang, and J. Miao Bioorg. Med. Chem. Lett. 19 2009 2896
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 2896
- Liu, X.¹ Zhao, J.² Xu, J.³ Zhao, B.⁴ Zhang, Y.⁵ Zhang, S.⁶ Miao, J.⁷

6
- 65549125479
- R.K. Rao, A.B. Naidu, and G. Sekar Org. Lett. 11 2009 1923
- (2009) Org. Lett. , vol.11 , pp. 1923
- Rao, R.K.¹ Naidu, A.B.² Sekar, G.³

7
- 0032514546
- A.-S. Bourlot, I. Sanchez, G. Dureng, G. Guillaumet, R. Massingham, A. Monteil, E. Winslow, M.D. Pujol, and J.-Y. Merour J. Med. Chem. 41 1998 3142
- (1998) J. Med. Chem. , vol.41 , pp. 3142
- Bourlot, A.-S.¹ Sanchez, I.² Dureng, G.³ Guillaumet, G.⁴ Massingham, R.⁵ Monteil, A.⁶ Winslow, E.⁷ Pujol, M.D.⁸ Merour, J.-Y.⁹

8
- 0028946228
- M. Largeron, H. Dupuy, and M.-B. Fleury Tetrahedron 51 1995 4953
- (1995) Tetrahedron , vol.51 , pp. 4953
- Largeron, M.¹ Dupuy, H.² Fleury, M.-B.³

9
- 0026598734
- T.E. D'Ambra, K.G. Estep, M.R. Bell, M.A. Eissenstat, K.A. Josef, S.J. Ward, D.A. Haycock, E.R. Baizman, and F.M. Casiano J. Med. Chem. 35 1992 124
- (1992) J. Med. Chem. , vol.35 , pp. 124
- D'Ambra, T.E.¹ Estep, K.G.² Bell, M.R.³ Eissenstat, M.A.⁴ Josef, K.A.⁵ Ward, S.J.⁶ Haycock, D.A.⁷ Baizman, E.R.⁸ Casiano, F.M.⁹

10
- 0025022304
- D.W. Combs, M.S. Rampulla, S.C. Bell, D.H. Klaubert, A.J. Tobia, R. Falotico, B. Haertlein, C. Lakas-Weiss, and J.B. Moore J. Med. Chem. 33 1990 380
- (1990) J. Med. Chem. , vol.33 , pp. 380
- Combs, D.W.¹ Rampulla, M.S.² Bell, S.C.³ Klaubert, D.H.⁴ Tobia, A.J.⁵ Falotico, R.⁶ Haertlein, B.⁷ Lakas-Weiss, C.⁸ Moore, J.B.⁹

11
- 34247893953
- T. Guo, H. Gu, D.W. Hobbs, L.L. Rokosz, T.M. Stauffer, B. Jacob, and J.W. Clader Bioorg. Med. Chem. Lett. 17 2007 3010
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 3010
- Guo, T.¹ Gu, H.² Hobbs, D.W.³ Rokosz, L.L.⁴ Stauffer, T.M.⁵ Jacob, B.⁶ Clader, J.W.⁷

12
- 20944451475
- K. Ding, J. Chen, M. Ji, X. Wu, J. Varady, C.-Y. Yang, Y. Lu, J.R. Deschamps, B. Levant, and S. Wang J. Med. Chem. 48 2005 3171
- (2005) J. Med. Chem. , vol.48 , pp. 3171
- Ding, K.¹ Chen, J.² Ji, M.³ Wu, X.⁴ Varady, J.⁵ Yang, C.-Y.⁶ Lu, Y.⁷ Deschamps, J.R.⁸ Levant, B.⁹ Wang, S.¹⁰

13
- 2442417541
- G. Zhu, S.E. Conner, X. Zhou, H.-K. Chan, C. Shih, T.A. Engler, R.S. Al-awar, H.B. Brooks, S.A. Watkins, C.D. Spencer, R.M. Schultz, J.A. Dempsey, E.L. Considine, B.R. Patel, C.A. Ogg, V. Vasudevan, and M.L. Lytle Bioorg. Med. Chem. Lett. 14 2004 3057
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 3057
- Zhu, G.¹ Conner, S.E.² Zhou, X.³ Chan, H.-K.⁴ Shih, C.⁵ Engler, T.A.⁶ Al-Awar, R.S.⁷ Brooks, H.B.⁸ Watkins, S.A.⁹ Spencer, C.D.¹⁰ Schultz, R.M.¹¹ Dempsey, J.A.¹² Considine, E.L.¹³ Patel, B.R.¹⁴ Ogg, C.A.¹⁵ Vasudevan, V.¹⁶ Lytle, M.L.¹⁷

14
- 0027973488
- R. Nagata, N. Tanno, T. Kodo, N. Ae, H. Yamaguchi, T. Nishimura, F. Antoku, T. Tatsuno, and T. Kato J. Med. Chem. 37 1994 3956
- (1994) J. Med. Chem. , vol.37 , pp. 3956
- Nagata, R.¹ Tanno, N.² Kodo, T.³ Ae, N.⁴ Yamaguchi, H.⁵ Nishimura, T.⁶ Antoku, F.⁷ Tatsuno, T.⁸ Kato, T.⁹

15
- 4544266546
- K. Torisu, K. Kobayashi, M. Iwahashi, Y. Nakai, T. Onoda, T. Nagase, I. Sugimoto, Y. Okada, R. Matsumoto, F. Nanbu, S. Ohuchida, H. Nakai, and M. Toda Bioorg. Med. Chem. 12 2004 5361
- (2004) Bioorg. Med. Chem. , vol.12 , pp. 5361
- Torisu, K.¹ Kobayashi, K.² Iwahashi, M.³ Nakai, Y.⁴ Onoda, T.⁵ Nagase, T.⁶ Sugimoto, I.⁷ Okada, Y.⁸ Matsumoto, R.⁹ Nanbu, F.¹⁰ Ohuchida, S.¹¹ Nakai, H.¹² Toda, M.¹³

16
- 0001278289
- G.H. Fisher, and H.P. Schultz J. Org. Chem. 39 1974 635
- (1974) J. Org. Chem. , vol.39 , pp. 635
- Fisher, G.H.¹ Schultz, H.P.²

17
- 0344773979
- G.H. Fisher, and H.P. Schultz J. Org. Chem. 39 1974 631
- (1974) J. Org. Chem. , vol.39 , pp. 631
- Fisher, G.H.¹ Schultz, H.P.²

18
- 0001860322
- R.M. Acheson J. Chem. Soc. 1956 4731
- (1956) J. Chem. Soc. , pp. 4731
- Acheson, R.M.¹

19
- 0344153361
- W.K. Lee, and H.-J. Ha Aldrichimica Acta 36 2003 57
- (2003) Aldrichimica Acta , vol.36 , pp. 57
- Lee, W.K.¹ Ha, H.-J.²

20
- 77956394060
- U.S. Patent 2006/0194801 Al.
- Kelly, M.G. U.S. Patent 2006/0194801 Al.
- Kelly ., M.G.¹

21
- 0041825591
- W.-B. Wang, S.-M. Lu, P.-Y. Yang, X.-W. Han, and Y.-G. Zhou J. Am. Chem. Soc. 125 2003 10536
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 10536
- Wang, W.-B.¹ Lu, S.-M.² Yang, P.-Y.³ Han, X.-W.⁴ Zhou, Y.-G.⁵

22
- 0032812242
- M. Massacret, P. Lhoste, and D. Sinou Eur. J. Org. Chem. 129 1999 (They obtained similar compound with a moderate ee)
- (1999) Eur. J. Org. Chem. , vol.129
- Massacret, M.¹ Lhoste, P.² Sinou, D.³

23
- 65349102236
- S.Y. Yun, S. Catak, W.K. Lee, M. D'Hooghe, N. De Kimpe, V. Van Speybroeck, M. Waroquier, Y. Kim, and H.-J. Ha Chem. Commun. 2009 2508
- (2009) Chem. Commun. , pp. 2508
- Yun, S.Y.¹ Catak, S.² Lee, W.K.³ D'Hooghe, M.⁴ De Kimpe, N.⁵ Van Speybroeck, V.⁶ Waroquier, M.⁷ Kim, Y.⁸ Ha, H.-J.⁹

24
- 0029791216
- G.-I. Hwang, J.-H. Chung, and W.K. Lee J. Org. Chem. 61 1996 6183
- (1996) J. Org. Chem. , vol.61 , pp. 6183
- Hwang, G.-I.¹ Chung, J.-H.² Lee, W.K.³

25
- 0030576863
- G.I. Hwang, J.-H. Chung, and W.K. Lee Tetrahedron 52 1996 12111
- (1996) Tetrahedron , vol.52 , pp. 12111
- Hwang, G.I.¹ Chung, J.-H.² Lee, W.K.³

26
- 12644312578
- A.J. Mancuso, S.-L. Huang, and D. Swern J. Org. Chem. 43 2002 2480
- (2002) J. Org. Chem. , vol.43 , pp. 2480
- Mancuso, A.J.¹ Huang, S.-L.² Swern, D.³

27
- 33745949192
- B.K. Lee, M.S. Kim, H.S. Hahm, D.S. Kim, W.K. Lee, and H.-J. Ha Tetrahedron 62 2006 8393
- (2006) Tetrahedron , vol.62 , pp. 8393
- Lee, B.K.¹ Kim, M.S.² Hahm, H.S.³ Kim, D.S.⁴ Lee, W.K.⁵ Ha, H.-J.⁶

28
- 76649144789
- B.K. Lee, B.J. Sung, W.K. Lee, D.-H. Yoon, and H.-J. Ha Bull. Korean Chem. Soc. 30 2009 3123
- (2009) Bull. Korean Chem. Soc. , vol.30 , pp. 3123
- Lee, B.K.¹ Sung, B.J.² Lee, W.K.³ Yoon, D.-H.⁴ Ha, H.-J.⁵

29
- 0000844109
- A.F. Abdel-Magid, K.G. Carson, B.D. Harris, C.A. Maryanoff, and R.D. Shah J. Org. Chem. 61 1996 3849
- (1996) J. Org. Chem. , vol.61 , pp. 3849
- Abdel-Magid, A.F.¹ Carson, K.G.² Harris, B.D.³ Maryanoff, C.A.⁴ Shah, R.D.⁵

30
- 0000264498
- S.-K. Choi, J.-S. Lee, J.-H. Kim, and W.K. Lee J. Org. Chem. 62 1997 743
- (1997) J. Org. Chem. , vol.62 , pp. 743
- Choi, S.-K.¹ Lee, J.-S.² Kim, J.-H.³ Lee, W.K.⁴

31
- 39149139023
- R.A. Altman, B.P. Fors, and S.L. Buchwald Nat. Protocols 2 2007 2881
- (2007) Nat. Protocols , vol.2 , pp. 2881
- Altman, R.A.¹ Fors, B.P.² Buchwald, S.L.³

32
- 77956393112
- reported the synthesize of 1,4-benzoxazines 8d, although the ee was 75% in 83% yield.
- Wang et al. reported the synthesize of 1,4-benzoxazines 8d, although the ee was 75% in 83% yield.
- Wang¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.