SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 53, Issue 24, 2014, Pages 6180-6183

Catalytic enantioselective nazarov cyclization: Construction of vicinal all-carbon-atom quaternary stereocenters

(4) Jolit, Anais a Walleser, Patrick M a Yap, Glenn P A b Tius, Marcus A a,c

a UNIVERSITY OF HAWAII (United States)

b UNIVERSITY OF DELAWARE (United States)

c UNIVERSITY OF HAWAII CANCER CENTER (United States)

Author keywords

asymmetric catalysis; chiral Br nsted acids; Nazarov cyclization; quaternary stereocenters

Indexed keywords

CARBON;

ASYMMETRIC CATALYSIS; ASYMMETRIC SYNTHESIS; DIASTEREOISOMERS; DIASTEREOSELECTIVE; ENANTIOSELECTIVE; NAZAROV CYCLIZATION; ORGANIC SYNTHESIS; QUATERNARY STEREOCENTERS;

CYCLIZATION;

CARBON;

CATALYSIS; CHEMISTRY; CYCLIZATION; MOLECULAR MODEL; STEREOISOMERISM;

CARBON; CATALYSIS; CYCLIZATION; MODELS, MOLECULAR; STEREOISOMERISM;

EID: 84902140394 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201403587 Document Type: Article

Times cited : (103)

References (52)

1
- 4344593453
- For a review on the asymmetric synthesis of vicinal quaternary stereocenters, see:, for examples of catalytic asymmetric syntheses of vicinal, all-carbon-atom stereocenters, see
- For a review on the asymmetric synthesis of vicinal quaternary stereocenters, see:, A. Peterson, L. E. Overman, Proc. Natl. Acad. Sci. USA 2004, 101, 11943-11948; for examples of catalytic asymmetric syntheses of vicinal, all-carbon-atom stereocenters, see
- (2004) Proc. Natl. Acad. Sci. USA , vol.101 , pp. 11943-11948
- Peterson, A.¹ Overman, L.E.²

2
- 34547752028
- J. N. Payette, H. Yamamoto, J. Am. Chem. Soc. 2007, 129, 9536-9537
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 9536-9537
- Payette, J.N.¹ Yamamoto, H.²

3
- 35348943329
- B. M. Trost, N. Cramer, S. M. Silverman, J. Am. Chem. Soc. 2007, 129, 12396-12397
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 12396-12397
- Trost, B.M.¹ Cramer, N.² Silverman, S.M.³

4
- 67650523490
- A. DeAngelis, O. Dmitrenko, G. P. A. Yap, J. M. Fox, J. Am. Chem. Soc. 2009, 131, 7230-7231
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 7230-7231
- Deangelis, A.¹ Dmitrenko, O.² Yap, G.P.A.³ Fox, J.M.⁴

5
- 79953238174
- C. Uyeda, A. R. Rötheli, E. N. Jacobsen, Angew. Chem. 2010, 122, 9947-9950
- (2010) Angew. Chem. , vol.122 , pp. 9947-9950
- Uyeda, C.¹ Rötheli, A.R.² Jacobsen, E.N.³

6
- 78650152343
- Angew. Chem. Int. Ed. 2010, 49, 9753-9756
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 9753-9756

7
- 84555187073
- L. Gao, G.-S. Hwang, D. H. Ryu, J. Am. Chem. Soc. 2011, 133, 20708-20711
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 20708-20711
- Gao, L.¹ Hwang, G.-S.² Ryu, D.H.³

8
- 84878579671
- J. Tan, C.-H. Cheon, H. Yamamoto, Angew. Chem. 2012, 124, 8389-8392
- (2012) Angew. Chem. , vol.124 , pp. 8389-8392
- Tan, J.¹ Cheon, C.-H.² Yamamoto, H.³

9
- 84864867846
- Angew. Chem. Int. Ed. 2012, 51, 8264-8267
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 8264-8267

10
- 84878651009
- Z.-Y. Cao, X. Wang, C. Tan, X.-L. Zhao, J. Zhou, K. Ding, J. Am. Chem. Soc. 2013, 135, 8197-8200
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 8197-8200
- Cao, Z.-Y.¹ Wang, X.² Tan, C.³ Zhao, X.-L.⁴ Zhou, J.⁵ Ding, K.⁶

11
- 84884897387
- H. Zhang, L. Hong, H. Kang, R. Wang, J. Am. Chem. Soc. 2013, 135, 14098-14101
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 14098-14101
- Zhang, H.¹ Hong, L.² Kang, H.³ Wang, R.⁴

12
- 84890766299
- K. Ohmatsu, Y. Ando, T. Ooi, J. Am. Chem. Soc. 2013, 135, 18706-18709
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 18706-18709
- Ohmatsu, K.¹ Ando, Y.² Ooi, T.³

13
- 84890931766
- K. Ohmatsu, N. Imagawa, T. Ooi, Nat. Chem. 2014, 6, 47-51.
- (2014) Nat. Chem. , vol.6 , pp. 47-51
- Ohmatsu, K.¹ Imagawa, N.² Ooi, T.³

14
- 84875789275
- G. E. Hutson, Y. E. Türkmen, V. H. Rawal, J. Am. Chem. Soc. 2013, 135, 4988-4991
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 4988-4991
- Hutson, G.E.¹ Türkmen, Y.E.² Rawal, V.H.³

15
- 84866352330
- S. Raja, W. Ieawsuwan, V. Korotkov, M. Rueping, Chem. Asian J. 2012, 7, 2361-2366
- (2012) Chem. Asian J. , vol.7 , pp. 2361-2366
- Raja, S.¹ Ieawsuwan, W.² Korotkov, V.³ Rueping, M.⁴

16
- 80053942941
- M. Rueping, W. Ieawsuwan, Chem. Commun. 2011, 47, 11450-11452
- (2011) Chem. Commun. , vol.47 , pp. 11450-11452
- Rueping, M.¹ Ieawsuwan, W.²

17
- 80052049105
- P. Cao, C. Deng, Y.-Y. Zhou, X.-L. Sun, J.-C. Zheng, Z. W. Xie, Y. Tang, Angew. Chem. 2010, 122, 4565-4568
- (2010) Angew. Chem. , vol.122 , pp. 4565-4568
- Cao, P.¹ Deng, C.² Zhou, Y.-Y.³ Sun, X.-L.⁴ Zheng, J.-C.⁵ Xie, Z.W.⁶ Tang, Y.⁷

18
- 77953669392
- Angew. Chem. Int. Ed. 2010, 49, 4463-4466
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 4463-4466

19
- 77952039577
- M. Kawatsura, K. Kajita, S. Hayase, T. Itoh, Synlett 2010, 1243-1246
- (2010) Synlett , pp. 1243-1246
- Kawatsura, M.¹ Kajita, K.² Hayase, S.³ Itoh, T.⁴

20
- 70449397514
- K. Yaji, M. Shindo, Synlett 2009, 2524-2528
- (2009) Synlett , pp. 2524-2528
- Yaji, K.¹ Shindo, M.²

21
- 58549085979
- M. Rueping, W. Ieawsuwan, Adv. Synth. Catal. 2009, 351, 78-84
- (2009) Adv. Synth. Catal. , vol.351 , pp. 78-84
- Rueping, M.¹ Ieawsuwan, W.²

22
- 52649172216
- I. Walz, A. Togni, Chem. Commun. 2008, 4315-4317
- (2008) Chem. Commun. , pp. 4315-4317
- Walz, I.¹ Togni, A.²

23
- 34250762375
- M. Rueping, W. Ieawsuwan, A. P. Antonchick, B. J. Nachtsheim, Angew. Chem. 2007, 119, 2143-2146
- (2007) Angew. Chem. , vol.119 , pp. 2143-2146
- Rueping, M.¹ Ieawsuwan, W.² Antonchick, A.P.³ Nachtsheim, B.J.⁴

24
- 34250725648
- Angew. Chem. Int. Ed. 2007, 46, 2097-2100
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 2097-2100

25
- 3543126652
- G. Liang, D. Trauner, J. Am. Chem. Soc. 2004, 126, 9544-9545
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 9544-9545
- Liang, G.¹ Trauner, D.²

26
- 0346025411
- G. Liang, S. N. Gradl, D. Trauner, Org. Lett. 2003, 5, 4931-4934
- (2003) Org. Lett. , vol.5 , pp. 4931-4934
- Liang, G.¹ Gradl, S.N.² Trauner, D.³

27
- 0346656521
- V. K. Aggarwal, A. J. Belfield, Org. Lett. 2003, 5, 5075-5078.
- (2003) Org. Lett. , vol.5 , pp. 5075-5078
- Aggarwal, V.K.¹ Belfield, A.J.²

28
- 77953631036
- A. K. Basak, N. Shimada, W. F. Bow, D. A. Vicic, M. A. Tius, J. Am. Chem. Soc. 2010, 132, 8266-8267.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 8266-8267
- Basak, A.K.¹ Shimada, N.² Bow, W.F.³ Vicic, D.A.⁴ Tius, M.A.⁵

29
- 0028208455
- M. A. Tius, C.-K. Kwok, X.-q. Gu, C. Zhao, Synth. Commun. 1994, 24, 871-885
- (1994) Synth. Commun. , vol.24 , pp. 871-885
- Tius, M.A.¹ Kwok, C.-K.² Gu, X.-Q.³ Zhao, C.⁴

30
- 38349106508
- W. He, I. R. Herrick, T. A. Atesin, P. A. Caruana, C. A. Kellenberger, A. J. Frontier, J. Am. Chem. Soc. 2008, 130, 1003-1011.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 1003-1011
- He, W.¹ Herrick, I.R.² Atesin, T.A.³ Caruana, P.A.⁴ Kellenberger, C.A.⁵ Frontier, A.J.⁶

31
- 84879248696
- W. T. Spencer III, T. Vaidya, A. J. Frontier, Eur. J. Org. Chem. 2013, 3621-3633
- (2013) Eur. J. Org. Chem. , pp. 3621-3633
- Spencer III, W.T.¹ Vaidya, T.² Frontier, A.J.³

32
- 80053579828
- T. Vaidya, R. Eisenberg, A. J. Frontier, ChemCatChem 2011, 3, 1531-1548
- (2011) ChemCatChem , vol.3 , pp. 1531-1548
- Vaidya, T.¹ Eisenberg, R.² Frontier, A.J.³

33
- 79960224466
- N. Shimada, C. Stewart, M. A. Tius, Tetrahedron 2011, 67, 5851-5870
- (2011) Tetrahedron , vol.67 , pp. 5851-5870
- Shimada, N.¹ Stewart, C.² Tius, M.A.³

34
- 70350783882
- W. Nakanishi, F. G. West, Curr. Opin. Drug Discovery Dev. 2009, 12, 732-751
- (2009) Curr. Opin. Drug Discovery Dev. , vol.12 , pp. 732-751
- Nakanishi, W.¹ West, F.G.²

35
- 70349330341
- T. N. Grant, C. J. Rieder, F. G. West, Chem. Commun. 2009, 5676-5688
- (2009) Chem. Commun. , pp. 5676-5688
- Grant, T.N.¹ Rieder, C.J.² West, F.G.³

36
- 21844434234
- A. J. Frontier, C. Collison, Tetrahedron 2005, 61, 7577-7606
- (2005) Tetrahedron , vol.61 , pp. 7577-7606
- Frontier, A.J.¹ Collison, C.²

37
- 20444494998
- H. Pellissier, Tetrahedron 2005, 61, 6479-6517
- (2005) Tetrahedron , vol.61 , pp. 6479-6517
- Pellissier, H.¹

38
- 20644435783
- M. A. Tius, Eur. J. Org. Chem. 2005, 2193-2206
- (2005) Eur. J. Org. Chem. , pp. 2193-2206
- Tius, M.A.¹

39
- 14644411062
- M. Harmata, Chemtracts 2004, 17, 416-435.
- (2004) Chemtracts , vol.17 , pp. 416-435
- Harmata, M.¹

40
- 84902192798
- A. Jolit, S. Vazquez-Rodriguez, G. P. A. Yap, M. A. Tius, Angew. Chem. 2013, 125, 11308-11311
- (2013) Angew. Chem. , vol.125 , pp. 11308-11311
- Jolit, A.¹ Vazquez-Rodriguez, S.² Yap, G.P.A.³ Tius, M.A.⁴

41
- 84885462089
- Angew. Chem. Int. Ed. 2013, 52, 11102-11105.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 11102-11105

42
- 84859624488
- D. Lebœuf, V. Gandon, J. Ciesielski, A. J. Frontier, J. Am. Chem. Soc. 2012, 134, 6296-6308
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 6296-6308
- Lebœuf, D.¹ Gandon, V.² Ciesielski, J.³ Frontier, A.J.⁴

43
- 84875836572
- D. Lebœuf, J. Huang, V. Gandon, A. J. Frontier, Angew. Chem. 2011, 123, 11173-11177
- (2011) Angew. Chem. , vol.123 , pp. 11173-11177
- Lebœuf, D.¹ Huang, J.² Gandon, V.³ Frontier, A.J.⁴

44
- 80855156732
- Angew. Chem. Int. Ed. 2011, 50, 10981-10985.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 10981-10985

45
- 6044226554
- T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. 2004, 116, 1592-1594
- (2004) Angew. Chem. , vol.116 , pp. 1592-1594
- Akiyama, T.¹ Itoh, J.² Yokota, K.³ Fuchibe, K.⁴

46
- 2342570203
- Angew. Chem. Int. Ed. 2004, 43, 1566-1568
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1566-1568

47
- 2342521907
- D. Uraguchi, M. Terada, J. Am. Chem. Soc. 2004, 126, 5356-5357.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 5356-5357
- Uraguchi, D.¹ Terada, M.²

48
- 80053992962
- For a review, see.
- For a review, see:, M. Rueping, A. Kuenkel, I. Atodiresei, Chem. Soc. Rev. 2011, 40, 4539-4549.
- (2011) Chem. Soc. Rev. , vol.40 , pp. 4539-4549
- Rueping, M.¹ Kuenkel, A.² Atodiresei, I.³

49
- 84890664154
- K. Kaupmees, N. Tolstoluzhsky, S. Raja, M. Rueping, I. Leito, Angew. Chem. 2013, 125, 11783-11786
- (2013) Angew. Chem. , vol.125 , pp. 11783-11786
- Kaupmees, K.¹ Tolstoluzhsky, N.² Raja, S.³ Rueping, M.⁴ Leito, I.⁵

50
- 84886007342
- Angew. Chem. Int. Ed. 2013, 52, 11569-11572
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 11569-11572

51
- 79960536604
- P. Christ, A. G. Lindsay, S. S. Vormittag, J.-M. Neudörfl, A. Berkessel, A. C. O'Donoghue, Chem. Eur. J. 2011, 17, 8524-8528.
- (2011) Chem. Eur. J. , vol.17 , pp. 8524-8528
- Christ, P.¹ Lindsay, A.G.² Vormittag, S.S.³ Neudörfl, J.-M.⁴ Berkessel, A.⁵ O'Donoghue, A.C.⁶

52
- 84861380953
- CCDC 991275 contains the supplementary crystallographic data for this paper
- CCDC 991275 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
- These Data Can Be Obtained Free of Charge from the Cambridge Crystallographic Data Centre Via.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.