SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 11, Issue 9, 2013, Pages 1460-1462

Asymmetric rearrangement of racemic epoxides catalyzed by chiral Brønsted acids

(2) Zhuang, Minyang a Du, Haifeng a

a INSTITUTE OF CHEMISTRY (China)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMISTRY; POSITIVE IONS;

1 ,2-REARRANGEMENT; CHIRAL ALCOHOLS; CHIRAL ALDEHYDE; ONE-POT SYNTHESIS; OPTICALLY ACTIVE ALCOHOLS;

CATALYSIS;

EID: 84875872547 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c3ob27285k Document Type: Article

Times cited : (28)

References (46)

1
- 0000613575
- F. Agbossou J.-F. Carpentier A. Mortreux Chem. Rev. 1995 95 2485
- (1995) Chem. Rev. , vol.95 , pp. 2485
- Agbossou, F.¹ Carpentier, J.-F.² Mortreux, A.³

2
- 3843136482
- M. Diéguez O. Pàmies C. Claver Tetrahedron: Asymmetry 2004 15 2113
- (2004) Tetrahedron: Asymmetry , vol.15 , pp. 2113
- Diéguez, M.¹ Pàmies, O.² Claver, C.³

3
- 38049043390
- For selected reviews on the generation of chiral aldehydes via organocatalysis, see
- J. Klosin C. R. Landis Acc. Chem. Res. 2007 40 1251
- (2007) Acc. Chem. Res. , vol.40 , pp. 1251
- Klosin, J.¹ Landis, C.R.²

4
- 33646562191
- M. Marigo K. A. Jørgensen Chem. Commun. 2006 2001
- (2006) Chem. Commun. , pp. 2001
- Marigo, M.¹ Jørgensen, K.A.²

5
- 38049089797
- S. G. Ouellet A. M. Walji D. W. C. MacMillan Acc. Chem. Res. 2007 40 1327
- (2007) Acc. Chem. Res. , vol.40 , pp. 1327
- Ouellet, S.G.¹ Walji, A.M.² Macmillan, D.W.C.³

6
- 60149109803
- P. Melchiorre Angew. Chem., Int. Ed. 2009 48 1360
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 1360
- Melchiorre, P.¹

7
- 79960274938
- U. Scheffler R. Mahrwald Synlett 2011 1660
- (2011) Synlett , pp. 1660
- Scheffler, U.¹ Mahrwald, R.²

8
- 84858633852
- For leading reviews, see
- K. L. Jensen G. Dickmeiss H. Jiang L. Albrecht K. A. Jørgensen Acc. Chem. Res. 2012 45 248
- (2012) Acc. Chem. Res. , vol.45 , pp. 248
- Jensen, K.L.¹ Dickmeiss, G.² Jiang, H.³ Albrecht, L.⁴ Jørgensen, K.A.⁵

9
- 34948832038
- T. J. Snape Chem. Soc. Rev. 2007 36 1823
- (2007) Chem. Soc. Rev. , vol.36 , pp. 1823
- Snape, T.J.¹

10
- 80755176872
- Z.-L. Song C.-A. Fan Y.-Q. Tu Chem. Rev. 2011 111 7523
- (2011) Chem. Rev. , vol.111 , pp. 7523
- Song, Z.-L.¹ Fan, C.-A.² Tu, Y.-Q.³

11
- 81255210696
- B.-M. Wang Y.-Q. Tu Acc. Chem. Res. 2011 44 1207
- (2011) Acc. Chem. Res. , vol.44 , pp. 1207
- Wang, B.-M.¹ Tu, Y.-Q.²

12
- 0013025463
- H. O. House J. Am. Chem. Soc. 1954 76 1235
- (1954) J. Am. Chem. Soc. , vol.76 , pp. 1235
- House, H.O.¹

13
- 33947465889
- H. O. House J. Am. Chem. Soc. 1955 77 3070
- (1955) J. Am. Chem. Soc. , vol.77 , pp. 3070
- House, H.O.¹

14
- 0009591812
- S. M. Naqvi J. P. Horwitz R. Filler J. Am. Chem. Soc. 1957 79 6283
- (1957) J. Am. Chem. Soc. , vol.79 , pp. 6283
- Naqvi, S.M.¹ Horwitz, J.P.² Filler, R.³

15
- 0000920222
- For selected examples, see
- J. Meinwald S. S. Labana M. S. Chadha J. Am. Chem. Soc. 1963 85 582
- (1963) J. Am. Chem. Soc. , vol.85 , pp. 582
- Meinwald, J.¹ Labana, S.S.² Chadha, M.S.³

16
- 0001076746
- K. Maruoka T. Ooi H. Yamamoto J. Am. Chem. Soc. 1989 111 6431
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 6431
- Maruoka, K.¹ Ooi, T.² Yamamoto, H.³

17
- 0025768606
- K. Maruoka T. Ooi S. Nagahara H. Yamamoto Tetrahedron 1991 47 6983
- (1991) Tetrahedron , vol.47 , pp. 6983
- Maruoka, K.¹ Ooi, T.² Nagahara, S.³ Yamamoto, H.⁴

18
- 3543079935
- K. Suda T. Kikkawa S. Nakajima T. Takanami J. Am. Chem. Soc. 2004 126 9554
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 9554
- Suda, K.¹ Kikkawa, T.² Nakajima, S.³ Takanami, T.⁴

19
- 60849093192
- K. Suda S. Nakajima Y. Satoh T. Takanami Chem. Commun. 2009 1255
- (2009) Chem. Commun. , pp. 1255
- Suda, K.¹ Nakajima, S.² Satoh, Y.³ Takanami, T.⁴

20
- 33644554790
- G. Islas-González J. Benet-Buchholz M. A. Maestro A. Riera M. A. Pericàs J. Org. Chem. 2006 71 1537
- (2006) J. Org. Chem. , vol.71 , pp. 1537
- Islas-González, G.¹ Benet-Buchholz, J.² Maestro, M.A.³ Riera, A.⁴ Pericàs, M.A.⁵

21
- 77349124669
- E. Ertürk M. Göllü A. S. Demir Tetrahedron 2010 66 2373
- (2010) Tetrahedron , vol.66 , pp. 2373
- Ertürk, E.¹ Göllü, M.² Demir, A.S.³

22
- 79957686068
- For leading reviews, see
- R. Hrdina C. E. Müller R. C. Wende K. M. Lippert M. Benassi B. Spengler P. R. Schreiner J. Am. Chem. Soc. 2011 133 7624
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 7624
- Hrdina, R.¹ Müller, C.E.² Wende, R.C.³ Lippert, K.M.⁴ Benassi, M.⁵ Spengler, B.⁶ Schreiner, P.R.⁷

23
- 33745683617
- T. Akiyama J. Itoh K. Fuchibe Adv. Synth. Catal. 2006 348 999
- (2006) Adv. Synth. Catal. , vol.348 , pp. 999
- Akiyama, T.¹ Itoh, J.² Fuchibe, K.³

24
- 38349189109
- T. Akiyama Chem. Rev. 2007 107 5744
- (2007) Chem. Rev. , vol.107 , pp. 5744
- Akiyama, T.¹

25
- 38349135345
- A. G. Doyle E. N. Jacobsen Chem. Rev. 2007 107 5713
- (2007) Chem. Rev. , vol.107 , pp. 5713
- Doyle, A.G.¹ Jacobsen, E.N.²

26
- 77950248809
- D. Kampen C. M. Reisinger B. List Top. Curr. Chem. 2010 291 395
- (2010) Top. Curr. Chem. , vol.291 , pp. 395
- Kampen, D.¹ Reisinger, C.M.² List, B.³

27
- 77953261329
- M. Terada Synthesis 2010 1929
- (2010) Synthesis , pp. 1929
- Terada, M.¹

28
- 79952855341
- For selected examples, see
- C. H. Cheon H. Yamamoto Chem. Commun. 2011 47 3043
- (2011) Chem. Commun. , vol.47 , pp. 3043
- Cheon, C.H.¹ Yamamoto, H.²

29
- 42249089542
- S. Xu Z. Wang X. Zhang X. Zhang K. Ding Angew. Chem., Int. Ed. 2008 47 2840
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 2840
- Xu, S.¹ Wang, Z.² Zhang, X.³ Zhang, X.⁴ Ding, K.⁵

30
- 77649246219
- S. Xu Z. Wang Y. Li X. Zhang H. Wang K. Ding Chem.-Eur. J. 2010 16 3021
- (2010) Chem.-Eur. J. , vol.16 , pp. 3021
- Xu, S.¹ Wang, Z.² Li, Y.³ Zhang, X.⁴ Wang, H.⁵ Ding, K.⁶

31
- 78650803419
- S. Xu Z. Wang X. Zhang K. Ding Eur. J. Org. Chem. 2011 110
- (2011) Eur. J. Org. Chem. , pp. 110
- Xu, S.¹ Wang, Z.² Zhang, X.³ Ding, K.⁴

32
- 78349261591
- S. Xu Z. Wang X. Zhang K. Ding Chin. J. Chem. 2010 28 1731
- (2010) Chin. J. Chem. , vol.28 , pp. 1731
- Xu, S.¹ Wang, Z.² Zhang, X.³ Ding, K.⁴

33
- 57749121489
- M. Rueping A. P. Antonchick Angew. Chem., Int. Ed. 2008 47 10090
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 10090
- Rueping, M.¹ Antonchick, A.P.²

34
- 47849090006
- C. Uyeda E. N. Jacobsen J. Am. Chem. Soc. 2008 130 9228
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 9228
- Uyeda, C.¹ Jacobsen, E.N.²

35
- 70350346454
- Q.-W. Zhang C.-A. Fan H.-J. Zhang Y.-Q. Tu Y.-M. Zhao P. Gu Z.-M. Chen Angew. Chem., Int. Ed. 2009 48 8572
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 8572
- Zhang, Q.-W.¹ Fan, C.-A.² Zhang, H.-J.³ Tu, Y.-Q.⁴ Zhao, Y.-M.⁵ Gu, P.⁶ Chen, Z.-M.⁷

36
- 78650158161
- T. Liang Z. Zhang J. C. Antilla Angew. Chem., Int. Ed. 2010 49 9734
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 9734
- Liang, T.¹ Zhang, Z.² Antilla, J.C.³

37
- 84860426015
- For references on 5a-d, see
- Q.-W. Zhang K. Xiang Y.-Q. Tu S.-Y. Zhang X.-M. Zhang Y.-M. Zhao T.-C. Zhang Chem.-Asian J. 2012 7 894
- (2012) Chem.-Asian J. , vol.7 , pp. 894
- Zhang, Q.-W.¹ Xiang, K.² Tu, Y.-Q.³ Zhang, S.-Y.⁴ Zhang, X.-M.⁵ Zhao, Y.-M.⁶ Zhang, T.-C.⁷

38
- 2342570203
- T. Akiyama J. Itoh K. Yokota K. Fuchibe Angew. Chem., Int. Ed. 2004 43 1566
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1566
- Akiyama, T.¹ Itoh, J.² Yokota, K.³ Fuchibe, K.⁴

39
- 2342521907
- D. Uraguchi M. Terada J. Am. Chem. Soc. 2004 126 5356
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 5356
- Uraguchi, D.¹ Terada, M.²

40
- 53549133122
- D. Enders A. A. Narine F. Toulgoat T. Bisschops Angew. Chem., Int. Ed. 2008 47 5661
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 5661
- Enders, D.¹ Narine, A.A.² Toulgoat, F.³ Bisschops, T.⁴

41
- 33746654536
- This compound was prepared according to the reported method, see
- D. Nakashima H. Yamamoto J. Am. Chem. Soc. 2006 128 9626
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 9626
- Nakashima, D.¹ Yamamoto, H.²

42
- 33746816065
- For reviews, see
- L.-L. Lou K. Yu F. Ding W. Zhou X. Peng S. Liu Tetrahedron Lett. 2006 47 6513
- (2006) Tetrahedron Lett. , vol.47 , pp. 6513
- Lou, L.-L.¹ Yu, K.² Ding, F.³ Zhou, W.⁴ Peng, X.⁵ Liu, S.⁶

43
- 58149185277
- K. Ding Z. Han Z. Wang Chem.-Asian J. 2009 4 32
- (2009) Chem.-Asian J. , vol.4 , pp. 32
- Ding, K.¹ Han, Z.² Wang, Z.³

44
- 44649197822
- J.-H. Xie Q.-L. Zhou Acc. Chem. Res. 2008 41 581
- (2008) Acc. Chem. Res. , vol.41 , pp. 581
- Xie, J.-H.¹ Zhou, Q.-L.²

45
- 84865312995
- Despite complete conversion for epoxides, only moderate isolated yields were obtained, which can probably be attributed to the volatile character of alcohol products and a small amount of allylic alcohols generated by side reactions For a review on rearrangement of epoxides to allylic alcohols, see
- S.-F. Zhu Q.-L. Zhou Acc. Chem. Res. 2012 45 1365
- (2012) Acc. Chem. Res. , vol.45 , pp. 1365
- Zhu, S.-F.¹ Zhou, Q.-L.²

46
- 0000092670
- J. G. Smith Synthesis 1984 629
- (1984) Synthesis , pp. 629
- Smith, J.G.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.