SCOPUS 정보 검색 플랫폼

Volumn 88, Issue 1, 2014, Pages 475-491

Enantioselective synthesis of spirooxindoles via direct catalytic asymmetric aldol-type reaction of isothiocyanato oxindoles

(3) Kato, Shota a Kanai, Motomu a Matsunaga, Shigeki a,b

a UNIVERSITY OF TOKYO (Japan)

b JAPAN SCIENCE AND TECHNOLOGY AGENCY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84987597749 PISSN: 03855414 EISSN: 18810942 Source Type: Journal
DOI: 10.3987/COM-13-S(S)60 Document Type: Article

Times cited : (16)

References (62)

1
- 84862864632
- N. R. Ball-Jones, J. J. Badillo, and A. K. Franz, Org. Biomol. Chem., 2012, 10, 5165
- (2012) Org. Biomol. Chem. , vol.10 , pp. 5165
- Ball-Jones, N.R.¹ Badillo, J.J.² Franz, A.K.³

2
- 70449382104
- B. M. Trost and M. K. Brennan, Synthesis, 2009, 3003
- (2009) Synthesis , pp. 3003
- Trost, B.M.¹ Brennan, M.K.²

3
- 36749025633
- C. V. Galliford and K. A. Scheidt, Angew. Chem. Int. Ed., 2007, 46, 8748.
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 8748
- Galliford, C.V.¹ Scheidt, K.A.²

4
- 80051763689
- S. Crosignani, C. Jorand-Lebrun, P. Page, G. Campbell, V. Colovray, M. Missotten, Y. Humbert, C. Cleva, J.-F. Arrighi, M. Gaudet, Z. Johnson, P. Ferro, and A. Chollet, ACS Med. Chem. Lett., 2011, 2, 644.
- (2011) ACS Med. Chem. Lett. , vol.2 , pp. 644
- Crosignani, S.¹ Jorand-Lebrun, C.² Page, P.³ Campbell, G.⁴ Colovray, V.⁵ Missotten, M.⁶ Humbert, Y.⁷ Cleva, C.⁸ Arrighi, J.-F.⁹ Gaudet, M.¹⁰ Johnson, Z.¹¹ Ferro, P.¹² Chollet, A.¹³

5
- 77956280420
- M. Rottmann, C. McNamara, B. K. S. Yeung, M. C. S. Lee, B. Zou, B. Russell, P. Seitz, D. M. Plouffe, N. V. Dharia, J. Tan, S. B. Cohen, K. R. Spencer, G. E. González-Páez, S. B. Lakshminarayana, A. Goh, R. Suwanarusk, T. Jegla, E. K. Schmitt, H.-P. Beck, R. Brun, F. Nosten, L. Renia, V. Dartois, T. H. Keller, D. A. Fidock, E. A. Winzeler, and T. T. Diagana, Science, 2010, 329, 1175.
- (2010) Science , vol.329 , pp. 1175
- Rottmann, M.¹ McNamara, C.² Yeung, B.K.S.³ Lee, M.C.S.⁴ Zou, B.⁵ Russell, B.⁶ Seitz, P.⁷ Plouffe, D.M.⁸ Dharia, N.V.⁹ Tan, J.¹⁰ Cohen, S.B.¹¹ Spencer, K.R.¹² González-Páez, G.E.¹³ Lakshminarayana, S.B.¹⁴ Goh, A.¹⁵ Suwanarusk, R.¹⁶ Jegla, T.¹⁷ Schmitt, E.K.¹⁸ Beck, H.-P.¹⁹ Brun, R.²⁰ more..

6
- 77954745330
- B. K. S. Yeung, B. Zou, M. Rottmann, S. B. Lakshminarayana, S. H. Ang, S. Y. Leong, J. Tan, J. Wong, S. Keller-Maerki, C. Fischli, A. Goh, E. K. Schmitt, P. Krastel, E. Francotte, K. Kuhen, D. Plouffe, K. Henson, T. Wagner, E. A. Winzeler, F. Petersen, R. Brun, V. Dartois, T. T. Diagana, and T. H. Keller, J. Med. Chem., 2010, 53, 5155.
- (2010) J. Med. Chem. , vol.53 , pp. 5155
- Yeung, B.K.S.¹ Zou, B.² Rottmann, M.³ Lakshminarayana, S.B.⁴ Ang, S.H.⁵ Leong, S.Y.⁶ Tan, J.⁷ Wong, J.⁸ Keller-Maerki, S.⁹ Fischli, C.¹⁰ Goh, A.¹¹ Schmitt, E.K.¹² Krastel, P.¹³ Francotte, E.¹⁴ Kuhen, K.¹⁵ Plouffe, D.¹⁶ Henson, K.¹⁷ Wagner, T.¹⁸ Winzeler, E.A.¹⁹ Petersen, F.²⁰ more..

7
- 77955574023
- V. V. Vintonyak, K. Warburg, H. Kruse, S. Grimme, K. Hübel, D. Rauh, and H. Waldmann, Angew. Chem. Int. Ed., 2010, 49, 5902.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 5902
- Vintonyak, V.V.¹ Warburg, K.² Kruse, H.³ Grimme, S.⁴ Hübel, K.⁵ Rauh, D.⁶ Waldmann, H.⁷

8
- 77954271846
- F. Zhou, Y.-L. Liu, and J. Zhou, Adv. Synth. Catal., 2010, 352, 1381
- (2010) Adv. Synth. Catal. , vol.352 , pp. 1381
- Zhou, F.¹ Liu, Y.-L.² Zhou, J.³

9
- 84862908139
- K. Shen, X. Liu, L. Lin, and X. Feng, Chem. Sci., 2012, 3, 327
- (2012) Chem. Sci. , vol.3 , pp. 327
- Shen, K.¹ Liu, X.² Lin, L.³ Feng, X.⁴

10
- 84867324818
- R. Dalpozzo, G. Bartoll, and B. Bencivenni, Chem. Soc. Rev., 2012, 41, 7247
- (2012) Chem. Soc. Rev. , vol.41 , pp. 7247
- Dalpozzo, R.¹ Bartoll, G.² Bencivenni, B.³

11
- 81255211335
- J. Yu, F. Shi, and L.-Z. Gong, Acc. Chem. Res., 2011, 44, 1156.
- (2011) Acc. Chem. Res. , vol.44 , pp. 1156
- Yu, J.¹ Shi, F.² Gong, L.-Z.³

12
- 56749163583
- X. Cheng, S. Vellalath, R. Goddard, and B. List, J. Am. Chem. Soc., 2008, 130, 15786
- (2008) J. Am. Chem. Soc. , vol.130
- Cheng, X.¹ Vellalath, S.² Goddard, R.³ List, B.⁴

13
- 70349920648
- S. Sato, M. Shibuya, N. Kanoh, and Y. Iwabuchi, Chem. Commun., 2009, 6264
- (2009) Chem. Commun. , pp. 6264
- Sato, S.¹ Shibuya, M.² Kanoh, N.³ Iwabuchi, Y.⁴

14
- 79955443470
- S. Duce, F. Pesciaioli, L. Gramigna, L. Bernardi, A. Mazzanti, A. Ricci, G. Bartoli, and G. Bencivenni, Adv. Synth. Catal., 2011, 353, 860
- (2011) Adv. Synth. Catal. , vol.353 , pp. 860
- Duce, S.¹ Pesciaioli, F.² Gramigna, L.³ Bernardi, L.⁴ Mazzanti, A.⁵ Ricci, A.⁶ Bartoli, G.⁷ Bencivenni, G.⁸

15
- 80053181266
- J. J. Badillo, A. Silva-García, B. H. Shupe, J. C. Fettinger, and A. K. Franz, Tetrahedron Lett., 2011, 52, 5550
- (2011) Tetrahedron Lett. , vol.52 , pp. 5550
- Badillo, J.J.¹ Silva-García, A.² Shupe, B.H.³ Fettinger, J.C.⁴ Franz, A.K.⁵

16
- 84868354531
- H. Lv, B. Tiwari, J. Mo, C. Xing, and Y. R. Chi, Org. Lett., 2012, 14, 5412
- (2012) Org. Lett. , vol.14 , pp. 5412
- Lv, H.¹ Tiwari, B.² Mo, J.³ Xing, C.⁴ Chi, Y.R.⁵

17
- 84861544403
- F. Shi, Z.-L. Tao, S.-W. Luo, S.-J. Tu, and L.-Z. Gong, Chem. Eur. J., 2012, 18, 6885
- (2012) Chem. Eur. J. , vol.18 , pp. 6885
- Shi, F.¹ Tao, Z.-L.² Luo, S.-W.³ Tu, S.-J.⁴ Gong, L.-Z.⁵

18
- 84876584579
- X. Chen, H. Chen, X. Ji, H. Jiang, Z.-J. Yao, and H. Liu, Org. Lett., 2013, 15, 1846.
- (2013) Org. Lett. , vol.15 , pp. 1846
- Chen, X.¹ Chen, H.² Ji, X.³ Jiang, H.⁴ Yao, Z.-J.⁵ Liu, H.⁶

19
- 79955595508
- W.-B. Chen, Z.-J. Wu, J. Hu, L.-F. Cun, X.-M. Zhang, and W.-C. Yuan, Org. Lett., 2011, 13, 2472.
- (2011) Org. Lett. , vol.13 , pp. 2472
- Chen, W.-B.¹ Wu, Z.-J.² Hu, J.³ Cun, L.-F.⁴ Zhang, X.-M.⁵ Yuan, W.-C.⁶

20
- 84872454361
- Y.-M. Cao, F.-F. Shen, F.-T. Zhang, and R. Wang, Chem. Eur. J., 2013, 19, 1184
- (2013) Chem. Eur. J. , vol.19 , pp. 1184
- Cao, Y.-M.¹ Shen, F.-F.² Zhang, F.-T.³ Wang, R.⁴

21
- 84872736889
- H. Wu, L.-L. Zhang, Z.-Q. Tian, Y.-D. Huang, and Y.-M. Wang, Chem. Eur. J., 2013, 19, 1747
- (2013) Chem. Eur. J. , vol.19 , pp. 1747
- Wu, H.¹ Zhang, L.-L.² Tian, Z.-Q.³ Huang, Y.-D.⁴ Wang, Y.-M.⁵

22
- 84873317182
- Q. Chen, J. Liang, S. Wang, D. Wang, and R. Wang, Chem. Commun., 2013, 49, 1657
- (2013) Chem. Commun. , vol.49 , pp. 1657
- Chen, Q.¹ Liang, J.² Wang, S.³ Wang, D.⁴ Wang, R.⁵

23
- 84875141803
- X.-L. Liu, W.-Y. Han, X.-M. Zhang, and W.-C. Yuan, Org. Lett., 2013, 15, 1246
- (2013) Org. Lett. , vol.15 , pp. 1246
- Liu, X.-L.¹ Han, W.-Y.² Zhang, X.-M.³ Yuan, W.-C.⁴

24
- 84876896788
- W.-Y. Han, S.-W. Li, Z.-J. Wu, X.-M. Zhang, and W.-C. Yuan, Chem. Eur. J., 2013, 19, 5551
- (2013) Chem. Eur. J. , vol.19 , pp. 5551
- Han, W.-Y.¹ Li, S.-W.² Wu, Z.-J.³ Zhang, X.-M.⁴ Yuan, W.-C.⁵

25
- 84875850546
- F. Tan, H.-G. Cheng, B. Feng, Y.-Q. Zou, S.-W. Duan, J.-R. Chen, and W.-J. Xiao, Eur. J. Org. Chem., 2013, 2071.
- (2013) Eur. J. Org. Chem. , pp. 2071
- Tan, F.¹ Cheng, H.-G.² Feng, B.³ Zou, Y.-Q.⁴ Duan, S.-W.⁵ Chen, J.-R.⁶ Xiao, W.-J.⁷

26
- 84863694927
- S. Kato, T. Yoshino, M. Shibasaki, M. Kanai, and S. Matsunaga, Angew. Chem. Int. Ed., 2012, 51, 7007.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 7007
- Kato, S.¹ Yoshino, T.² Shibasaki, M.³ Kanai, M.⁴ Matsunaga, S.⁵

27
- 84881135316
- Early View
- S. Kato, M. Kanai, and S. Matsunaga, Chem. Asian J., 2013, 8, Early View [DOI: 10.1002/asia.201300251].
- (2013) Chem. Asian J. , pp. 8
- Kato, S.¹ Kanai, M.² Matsunaga, S.³

28
- 16244397120
- M. C. Willis, G. A. Cutting, V. J.-D. Piccio, M. J. Durbin, and M. P. John, Angew. Chem. Int. Ed., 2005, 44, 1543
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1543
- Willis, M.C.¹ Cutting, G.A.² Piccio, V.J.-D.³ Durbin, M.J.⁴ John, M.P.⁵

29
- 34848910488
- G. A. Cutting, N. E. Stainforth, M. P. John, G. Kociok-Köhn, and M. C. Willis, J. Am. Chem. Soc., 2007, 129, 10632
- (2007) J. Am. Chem. Soc. , vol.129
- Cutting, G.A.¹ Stainforth, N.E.² John, M.P.³ Kociok-Köhn, G.⁴ Willis, M.C.⁵

30
- 51949105875
- L. Li, E. G. Klauber, and D. Seidel, J. Am. Chem. Soc., 2008, 130, 12248
- (2008) J. Am. Chem. Soc. , vol.130
- Li, L.¹ Klauber, E.G.² Seidel, D.³

31
- 69049106476
- L. Li, M. Ganesh, and D. Seidel, J. Am. Chem. Soc., 2009, 131, 11648
- (2009) J. Am. Chem. Soc. , vol.131
- Li, L.¹ Ganesh, M.² Seidel, D.³

32
- 72249092076
- T. Yoshino, H. Morimoto, G. Lu, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2009, 131, 17082
- (2009) J. Am. Chem. Soc. , vol.131
- Yoshino, T.¹ Morimoto, H.² Lu, G.³ Matsunaga, S.⁴ Shibasaki, M.⁵

33
- 72149086659
- Z. Shi, P. Yu, P. J. Chua, and G. Zhong, Adv. Synth. Catal., 2009, 351, 2797
- (2009) Adv. Synth. Catal. , vol.351 , pp. 2797
- Shi, Z.¹ Yu, P.² Chua, P.J.³ Zhong, G.⁴

34
- 77956021172
- M. K. Vecchione, L. Li, and D. Seidel, Chem. Commun., 2010, 46, 4604
- (2010) Chem. Commun. , vol.46 , pp. 4604
- Vecchione, M.K.¹ Li, L.² Seidel, D.³

35
- 79955494420
- G. Lu, T. Yoshino, H. Morimoto, S. Matsunaga, and M. Shibasaki, Angew. Chem. Int. Ed., 2011, 50, 4382
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 4382
- Lu, G.¹ Yoshino, T.² Morimoto, H.³ Matsunaga, S.⁴ Shibasaki, M.⁵

36
- 79951800273
- X. Chen, S. Dong, Z. Qiao, Y. Zhu, M. Xie, L. Lin, X. Liu, and X. Feng, Chem. Eur. J., 2011, 17, 2583.
- (2011) Chem. Eur. J. , vol.17 , pp. 2583
- Chen, X.¹ Dong, S.² Qiao, Z.³ Zhu, Y.⁴ Xie, M.⁵ Lin, L.⁶ Liu, X.⁷ Feng, X.⁸

37
- 67649948776
- Y. Kato, M. Furutachi, Z. Chen, H. Mitsunuma, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2009, 131, 9168
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 9168
- Kato, Y.¹ Furutachi, M.² Chen, Z.³ Mitsunuma, H.⁴ Matsunaga, S.⁵ Shibasaki, M.⁶

38
- 77950340760
- S. Mouri, Z. Chen, H. Mitsunuma, M. Furutachi, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2010, 132, 1255
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 1255
- Mouri, S.¹ Chen, Z.² Mitsunuma, H.³ Furutachi, M.⁴ Matsunaga, S.⁵ Shibasaki, M.⁶

39
- 77949810865
- N. E. Shepherd, H. Tanabe, Y. Xu, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2010, 132, 3666
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 3666
- Shepherd, N.E.¹ Tanabe, H.² Xu, Y.³ Matsunaga, S.⁴ Shibasaki, M.⁵

40
- 84863011371
- S. Mouri, Z. Chen, S. Matsunaga, and M. Shibasaki, Heterocycles, 2012, 84, 879
- (2012) Heterocycles , vol.84 , pp. 879
- Mouri, S.¹ Chen, Z.² Matsunaga, S.³ Shibasaki, M.⁴

41
- 84862593617
- Y. Suzuki, M. Kanai, and S. Matsunaga, Chem. Eur. J., 2012, 18, 7654
- (2012) Chem. Eur. J. , vol.18 , pp. 7654
- Suzuki, Y.¹ Kanai, M.² Matsunaga, S.³

42
- 84862077038
- H. Mitsunuma, M. Shibasaki, M. Kanai, and S. Matsunaga, Angew. Chem. Int. Ed., 2012, 51, 5217
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 5217
- Mitsunuma, H.¹ Shibasaki, M.² Kanai, M.³ Matsunaga, S.⁴

43
- 84873568728
- H. Tanabe, Y. Xu, S. Matsunaga, and M. Shibasaki, Heterocycles, 2012, 86, 611.
- (2012) Heterocycles , vol.86 , pp. 611
- Tanabe, H.¹ Xu, Y.² Matsunaga, S.³ Shibasaki, M.⁴

44
- 39549091935
- Z. Chen, H. Morimoto, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2008, 130, 2170
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 2170
- Chen, Z.¹ Morimoto, H.² Matsunaga, S.³ Shibasaki, M.⁴

45
- 70349784874
- Y. Xu, G. Lu, S. Matsunaga, and M. Shibasaki, Angew. Chem. Int. Ed., 2009, 48, 3353
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 3353
- Xu, Y.¹ Lu, G.² Matsunaga, S.³ Shibasaki, M.⁴

46
- 77954545346
- Y. Xu, S. Matsunaga, and M. Shibasaki, Org. Lett., 2010, 12, 3246
- (2010) Org. Lett. , vol.12 , pp. 3246
- Xu, Y.¹ Matsunaga, S.² Shibasaki, M.³

47
- 78349300216
- M. Furutachi, S. Mouri, S. Matsunaga, and M. Shibasaki, Chem. Asian J., 2010, 15, 2351
- (2010) Chem. Asian J. , vol.15 , pp. 2351
- Furutachi, M.¹ Mouri, S.² Matsunaga, S.³ Shibasaki, M.⁴

48
- 78649825284
- H. Mitsunuma and S. Matsunaga, Chem. Commun., 2011, 47, 469
- (2011) Chem. Commun. , vol.47 , pp. 469
- Mitsunuma, H.¹ Matsunaga, S.²

49
- 84863281663
- P. Gopinaph, T. Watanabe, and M. Shibasaki, Org. Lett., 2012, 14, 1358.
- (2012) Org. Lett. , vol.14 , pp. 1358
- Gopinaph, P.¹ Watanabe, T.² Shibasaki, M.³

50
- 61949345730
- Z. Chen, M. Furutachi, Y. Kato, S. Matsunaga, and M. Shibasaki, Angew. Chem. Int. Ed., 2009, 48, 2218.
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 2218
- Chen, Z.¹ Furutachi, M.² Kato, Y.³ Matsunaga, S.⁴ Shibasaki, M.⁵

51
- 84873568402
- S. Matsunaga and M. Shibasaki, Synthesis, 2013, 45, 421
- (2013) Synthesis , vol.45 , pp. 421
- Matsunaga, S.¹ Shibasaki, M.²

52
- 0037424485
- V. Annamalai, E. F. DiMauro, P. J. Carroll, and M. C. Kozlowski, J. Org. Chem., 2003, 68, 1973
- (2003) J. Org. Chem. , vol.68 , pp. 1973
- Annamalai, V.¹ DiMauro, E.F.² Carroll, P.J.³ Kozlowski, M.C.⁴

53
- 19544384938
- M. Yang, C. Zhu, F. Yuan, Y. Huang, and Y. Pan, Org. Lett., 2005, 7, 1927
- (2005) Org. Lett. , vol.7 , pp. 1927
- Yang, M.¹ Zhu, C.² Yuan, F.³ Huang, Y.⁴ Pan, Y.⁵

54
- 67749143917
- W. Hirahata, R. M. Thomas, E. B. Lobkovsky, and G. W. Coates, J. Am. Chem. Soc., 2008, 130, 17658
- (2008) J. Am. Chem. Soc. , vol.130
- Hirahata, W.¹ Thomas, R.M.² Lobkovsky, E.B.³ Coates, G.W.⁴

55
- 41049086532
- C. Mazet and E. N. Jacobsen, Angew. Chem. Int. Ed., 2008, 47, 1762
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 1762
- Mazet, C.¹ Jacobsen, E.N.²

56
- 59049103335
- B. Wu, J. C. Gallucci, J. R. Parquette, and T. V. RajanBabu, Angew. Chem. Int. Ed., 2009, 48, 1126
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1126
- Wu, B.¹ Gallucci, J.C.² Parquette, J.R.³ RajanBabu, T.V.⁴

57
- 72949121472
- B. Wu, J. R. Parquette, and T. V. RajanBabu, Science, 2009, 326, 1662
- (2009) Science , vol.326 , pp. 1662
- Wu, B.¹ Parquette, J.R.² RajanBabu, T.V.³

58
- 77950843616
- S. Handa, V. Gnanadesikan, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2010, 132, 4925
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 4925
- Handa, S.¹ Gnanadesikan, V.² Matsunaga, S.³ Shibasaki, M.⁴

59
- 79954463686
- Y. Xu, L. Lin, M. Kanai, S. Matsunaga, and M. Shibasaki, J. Am. Chem. Soc., 2011, 133, 5791.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 5791
- Xu, Y.¹ Lin, L.² Kanai, M.³ Matsunaga, S.⁴ Shibasaki, M.⁵

60
- 84987619601
- note
- Other isothiocyanato oxindoles in this manuscript were synthesized by following the reported procedure. See, reference 8.

61
- 84987652022
- The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.

62
- 80053571281
- S. Matsunaga and T. Yoshino, Chem. Rec., 2011, 11, 260.
- (2011) Chem. Rec. , vol.11 , pp. 260
- Matsunaga, S.¹ Yoshino, T.²

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