SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 54, Issue 47, 2015, Pages 14036-14039

Quaternary Stereogenic Centers through Enantioselective Heck Arylation of Acyclic Olefins with Aryldiazonium Salts: Application in a Concise Synthesis of (R)-Verapamil

(3) Oliveira, Caio C a Pfaltz, Andreas b Correia, Carlos Roque Duarte a

a UNIVERSITY OF CAMPINAS (Brazil)

b UNIVERSITY OF BASEL (Switzerland)

Author keywords

enantioselective Heck; N,N ligands; palladium; quaternary stereocenters; verapamil

Indexed keywords

AROMATIC COMPOUNDS; CARBON; CHEMICAL REACTIONS; LIGANDS; OLEFINS; PALLADIUM;

ARYLDIAZONIUM SALTS; CALCIUM CHANNEL BLOCKERS; ENANTIOSELECTIVE; ENANTIOSELECTIVE TOTAL SYNTHESIS; N ,N-LIGAND; QUATERNARY STEREOCENTERS; STEREOGENIC CENTERS; VERAPAMIL;

ENANTIOSELECTIVITY;

ALKENE; DIAZONIUM COMPOUND; INORGANIC SALT; VERAPAMIL;

CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

ALKENES; CRYSTALLOGRAPHY, X-RAY; DIAZONIUM COMPOUNDS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SALTS; STEREOISOMERISM; VERAPAMIL;

EID: 84954433527 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201507927 Document Type: Article

Times cited : (73)

References (46)

1
- 0034249671
- I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066;
- (2000) Chem. Rev. , vol.100 , pp. 3009-3066
- Beletskaya, I.P.¹ Cheprakov, A.V.²

2
- 27844611214
- F. Alonso, I. P. Beletskaya, M. Yus, Tetrahedron 2005, 61, 11771-11835;
- (2005) Tetrahedron , vol.61 , pp. 11771-11835
- Alonso, F.¹ Beletskaya, I.P.² Yus, M.³

3
- 34249104674
- A. Roglans, A. Pla-Quintana, M. Moreno-Mañas, Chem. Rev. 2006, 106, 4622-4643;
- (2006) Chem. Rev. , vol.106 , pp. 4622-4643
- Roglans, A.¹ Pla-Quintana, A.² Moreno-Mañas, M.³

4
- 79952155959
- J. G. Taylor, A. V. Moro, C. R. D. Correia, Eur. J. Org. Chem. 2011, 1403-1428;
- (2011) Eur. J. Org. Chem. , pp. 1403-1428
- Taylor, J.G.¹ Moro, A.V.² Correia, C.R.D.³

5
- 79953217003
- F.-X. Felpin, L. Nassar-Hardy, F. Le Callonnec, E. Fouquet, Tetrahedron 2011, 67, 2815-2831;
- (2011) Tetrahedron , vol.67 , pp. 2815-2831
- Felpin, F.-X.¹ Nassar-Hardy, L.² Le Callonnec, F.³ Fouquet, E.⁴

6
- 84894438898
- M. Oestreich, Angew. Chem. Int. Ed. 2014, 53, 2282-2285;
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 2282-2285
- Oestreich, M.¹

7
- 84943786838
- Angew. Chem. 2014, 126, 2314-2317.
- (2014) Angew. Chem. , vol.126 , pp. 2314-2317

8
- 85027932789
- G. Yue, K. Lei, H. Hirao, J. Zhou, Angew. Chem. Int. Ed. 2015, 54, 6531-6535;
- (2015) Angew. Chem. Int. Ed. , vol.54 , pp. 6531-6535
- Yue, G.¹ Lei, K.² Hirao, H.³ Zhou, J.⁴

9
- 84946221940
- Angew. Chem. 2015, 127, 6631-6635;
- (2015) Angew. Chem. , vol.127 , pp. 6631-6635

10
- 0042379984
- A. B. Dounay, L. E. Overman, Chem. Rev. 2003, 103, 2945-2964;
- (2003) Chem. Rev. , vol.103 , pp. 2945-2964
- Dounay, A.B.¹ Overman, L.E.²

11
- 84919933632
- C. Zheng, I. Dubovyk, K. E. Lazarski, R. J. Thomson, J. Am. Chem. Soc. 2014, 136, 17750-17756.
- (2014) J. Am. Chem. Soc. , vol.136 , pp. 17750-17756
- Zheng, C.¹ Dubovyk, I.² Lazarski, K.E.³ Thomson, R.J.⁴

12
- 80054980226
- D. Mc Cartney, P. J. Guiry, Chem. Soc. Rev. 2011, 40, 5122-5150;
- (2011) Chem. Soc. Rev. , vol.40 , pp. 5122-5150
- Mc Cartney, D.¹ Guiry, P.J.²

13
- 84919683683
- Z. S. Kean, S. Akbulatov, Y. Tian, R. A. Widenhoefer, R. Boulatov, S. L. Craig, Angew. Chem. Int. Ed. 2014, 53, 14508-14511;
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 14508-14511
- Kean, Z.S.¹ Akbulatov, S.² Tian, Y.³ Widenhoefer, R.A.⁴ Boulatov, R.⁵ Craig, S.L.⁶

14
- 84937676138
- Angew. Chem. 2014, 126, 14736-14739;
- (2014) Angew. Chem. , vol.126 , pp. 14736-14739

15
- 80053538385
- T. H. Wöste, M. Oestreich, Chem. Eur. J. 2011, 17, 11914-11918;
- (2011) Chem. Eur. J. , vol.17 , pp. 11914-11918
- Wöste, T.H.¹ Oestreich, M.²

16
- 84884506046
- J. Hu, Y. Lu, Y. Li, J. Zhou, Chem. Commun. 2013, 49, 9425-9427;
- (2013) Chem. Commun. , vol.49 , pp. 9425-9427
- Hu, J.¹ Lu, Y.² Li, Y.³ Zhou, J.⁴

17
- 84882350214
- J. Hu, H. Hirao, Y. Li, J. Zhou, Angew. Chem. Int. Ed. 2013, 52, 8676-8680;
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 8676-8680
- Hu, J.¹ Hirao, H.² Li, Y.³ Zhou, J.⁴

18
- 84894505973
- Angew. Chem. 2013, 125, 8838-8842;
- (2013) Angew. Chem. , vol.125 , pp. 8838-8842

19
- 84888261877
- S. Liu, J. Zhou, Chem. Commun. 2013, 49, 11758-11760;
- (2013) Chem. Commun. , vol.49 , pp. 11758-11760
- Liu, S.¹ Zhou, J.²

20
- 84937113689
- G. M. Borrajo-Calleja, V. Bizet, T. Bürgi, C. Mazet, Chem. Sci. 2015, 6, 4807;
- (2015) Chem. Sci. , vol.6 , pp. 4807
- Borrajo-Calleja, G.M.¹ Bizet, V.² Bürgi, T.³ Mazet, C.⁴

21
- 84937250194
- Q.-S. Zhang, S.-L. Wan, D. Chen, C.-H. Ding, X.-L. Hou, Chem. Commun. 2015, 51, 12235-12238.
- (2015) Chem. Commun. , vol.51 , pp. 12235-12238
- Zhang, Q.-S.¹ Wan, S.-L.² Chen, D.³ Ding, C.-H.⁴ Hou, X.-L.⁵

22
- 84861528561
- C. R. D. Correia, C. C. Oliveira, A. G. Salles Jr., E. A. F. Santos, Tetrahedron Lett. 2012, 53, 3325-3328.
- (2012) Tetrahedron Lett. , vol.53 , pp. 3325-3328
- Correia, C.R.D.¹ Oliveira, C.C.² Salles, A.G.³ Santos, E.A.F.⁴

23
- 84871083602
- E. W. Werner, T.-S. Mei, A. J. Burckle, M. S. Sigman, Science 2012, 338, 1455-1458.
- (2012) Science , vol.338 , pp. 1455-1458
- Werner, E.W.¹ Mei, T.-S.² Burckle, A.J.³ Sigman, M.S.⁴

24
- 84877143479
- C. C. Oliveira, R. A. Angnes, C. R. D. Correia, J. Org. Chem. 2013, 78, 4373-4385.
- (2013) J. Org. Chem. , vol.78 , pp. 4373-4385
- Oliveira, C.C.¹ Angnes, R.A.² Correia, C.R.D.³

25
- 84925260982
- H. H. Patel, M. S. Sigman, J. Am. Chem. Soc. 2015, 137, 3462-3465.
- (2015) J. Am. Chem. Soc. , vol.137 , pp. 3462-3465
- Patel, H.H.¹ Sigman, M.S.²

26
- 84877287843
- T.-S. Mei, E. W. Werner, A. J. Burckle, M. S. Sigman, J. Am. Chem. Soc. 2013, 135, 6830-6833.
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 6830-6833
- Mei, T.-S.¹ Werner, E.W.² Burckle, A.J.³ Sigman, M.S.⁴

27
- 84898962630
- For other catalytic approaches to quaternary stereocenters, see
- T.-S. Mei, H. H. Patel, M. S. Sigman, Nature 2014, 508, 340-344; For other catalytic approaches to quaternary stereocenters, see:
- (2014) Nature , vol.508 , pp. 340-344
- Mei, T.-S.¹ Patel, H.H.² Sigman, M.S.³

28
- 84921490704
- K. W. Quasdorf, L. E. Overman, Nature 2014, 516, 181-191.
- (2014) Nature , vol.516 , pp. 181-191
- Quasdorf, K.W.¹ Overman, L.E.²

29
- 84941092079
- R. A. Angnes, J. M. Oliveira, C. C. Oliveira, N. C. Martins, C. R. D. Correia, Chem. Eur. J. 2014, 20, 13117-13121.
- (2014) Chem. Eur. J. , vol.20 , pp. 13117-13121
- Angnes, R.A.¹ Oliveira, J.M.² Oliveira, C.C.³ Martins, N.C.⁴ Correia, C.R.D.⁵

30
- 84954443203
- A similar compound to L5 was described for the hydrosilylation of benzophenone in 65:35 e.r
- A Similar Compound to L5 Was Described for the Hydrosilylation of Benzophenone in 65:35 E.r

31
- 2842544847
- H. Brunner, R. Störiko, F. Rominger, Eur. J. Inorg. Chem. 1998, 771-781;
- (1998) Eur. J. Inorg. Chem. , pp. 771-781
- Brunner, H.¹ Störiko, R.² Rominger, F.³

32
- 0344657462
- H. Brunner, R. Störiko, Eur. J. Inorg. Chem. 1998, 783-788.
- (1998) Eur. J. Inorg. Chem. , pp. 783-788
- Brunner, H.¹ Störiko, R.²

33
- 84893023130
- Y. Dang, S. Qu, Z.-X. Wang, X. Wang, J. Am. Chem. Soc. 2014, 136, 986-998.
- (2014) J. Am. Chem. Soc. , vol.136 , pp. 986-998
- Dang, Y.¹ Qu, S.² Wang, Z.-X.³ Wang, X.⁴

34
- 84893790795
- L. Xu, M. J. Hilton, X. Zhang, P.-O. Norrby, Y.-D. Wu, M. S. Sigman, O. Wiest, J. Am. Chem. Soc. 2014, 136, 1960-1967.
- (2014) J. Am. Chem. Soc. , vol.136 , pp. 1960-1967
- Xu, L.¹ Hilton, M.J.² Zhang, X.³ Norrby, P.-O.⁴ Wu, Y.-D.⁵ Sigman, M.S.⁶ Wiest, O.⁷

35
- 0034815565
- T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621-4622;
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 4621-4622
- Rosner, T.¹ Pfaltz, A.² Blackmond, D.G.³

36
- 0035820028
- T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848-1855;
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 1848-1855
- Rosner, T.¹ Le Bars, J.² Pfaltz, A.³ Blackmond, D.G.⁴

37
- 34547780754
- C. Markert, M. Neuburger, K. Kulicke, M. Meuwly, A. Pfaltz, Angew. Chem. Int. Ed. 2007, 46, 5892-5895;
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 5892-5895
- Markert, C.¹ Neuburger, M.² Kulicke, K.³ Meuwly, M.⁴ Pfaltz, A.⁵

38
- 41249098542
- Angew. Chem. 2007, 119, 5996-5999;
- (2007) Angew. Chem. , vol.119 , pp. 5996-5999

39
- 84922244573
- R. H. Crabtree, Chem. Rev. 2015, 115, 127-150.
- (2015) Chem. Rev. , vol.115 , pp. 127-150
- Crabtree, R.H.¹

40
- 0035066441
- E. Brenna, C. Fuganti, P. Grasselli, S. Serra, Eur. J. Org. Chem. 2001, 1349-1357;
- (2001) Eur. J. Org. Chem. , pp. 1349-1357
- Brenna, E.¹ Fuganti, C.² Grasselli, P.³ Serra, S.⁴

41
- 13744263466
- A. H. Mermerian, G. C. Fu, Angew. Chem. Int. Ed. 2005, 44, 949-952;
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 949-952
- Mermerian, A.H.¹ Fu, G.C.²

42
- 23744462875
- Angew. Chem. 2005, 117, 971-974.
- (2005) Angew. Chem. , vol.117 , pp. 971-974

43
- 0034345895
- R. M. Bannister, M. H. Brookes, G. R. Evans, R. B. Katz, N. D. Tyrrell, Org. Process Res. Dev. 2000, 4, 467-472.
- (2000) Org. Process Res. Dev. , vol.4 , pp. 467-472
- Bannister, R.M.¹ Brookes, M.H.² Evans, G.R.³ Katz, R.B.⁴ Tyrrell, N.D.⁵

44
- 0037162670
- T. Kimura, N. Yamamoto, Y. Suzuki, K. Kawano, Y. Norimine, K. Ito, S. Nagato, Y. Iimura, M. Yonaga, J. Org. Chem. 2002, 67, 6228-6231.
- (2002) J. Org. Chem. , vol.67 , pp. 6228-6231
- Kimura, T.¹ Yamamoto, N.² Suzuki, Y.³ Kawano, K.⁴ Norimine, Y.⁵ Ito, K.⁶ Nagato, S.⁷ Iimura, Y.⁸ Yonaga, M.⁹

45
- 78650136113
- I. Čoric, S. Müller, B. List, J. Am. Chem. Soc. 2010, 132, 17370-17373.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 17370-17373
- Čoric, I.¹ Müller, S.² List, B.³

46
- 84856271948
- K. M. Allan, K. Kobayashi, V. H. Rawal, J. Am. Chem. Soc. 2012, 134, 1392-1395.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 1392-1395
- Allan, K.M.¹ Kobayashi, K.² Rawal, V.H.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.