SCOPUS 정보 검색 플랫폼

Volumn 49, Issue 78, 2013, Pages 8812-8814

Catalytic enantioselective Amadori-Heyns rearrangement of racemic α-hydroxy ketones with arylamines: Synthesis of optically active α-arylamino ketones

(5) Frongia, Angelo a Secci, Francesco a Capitta, Francesca a Piras, Pier Paolo a Sanna, Maria Luisa a

a UNIVERSITY OF CAGLIARI (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CATALYSIS; CINCHONA ALKALOIDS; HYDROCARBONS, AROMATIC; KETONES; STEREOISOMERISM;

ALPHA ARYLAMINO KETONE DERIVATIVE; ANILINE; AROMATIC AMINE; KETONE; TOLUENE; UNCLASSIFIED DRUG;

AMADORI HEYNS REARRANGEMENT; AMINATION; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYSIS; CHEMICAL REACTION; ENANTIOSELECTIVITY; TEMPERATURE;

EID: 84883713644 PISSN: 13597345 EISSN: 1364548X Source Type: Journal
DOI: 10.1039/c3cc45278f Document Type: Article

Times cited : (37)

References (57)

1
- 0004136578
- A. Ricci, Wiley-VCH, New York
- J. P. Genet, C. Greck and D. Lavergne, in Modern Amination Methods, ed. A. Ricci, Wiley-VCH, New York, 2000, p. 65.
- (2000) Modern Amination Methods , pp. 65
- Genet, J.P.¹ Greck, C.² Lavergne, D.³

2
- 64849117664
- S. Baktharaman, R. Hili, A. K. Yudin: Aldrichimica Acta, 2008 41:109-118.
- (2008) Aldrichimica Acta , vol.41 , pp. 109-118
- Baktharaman, S.¹ Hili, R.² Yudin, A.K.³

3
- 84864055601
- F. Colpaert, S. Mangelinckx, B. Denolf, N. De Kimpe: J. Org. Chem., 2012 77:6023-6032.
- (2012) J. Org. Chem. , vol.77 , pp. 6023-6032
- Colpaert, F.¹ Mangelinckx, S.² Denolf, B.³ De Kimpe, N.⁴

4
- 0037416272
- R. O. Duthaler: Angew. Chem., Int. Ed., 2003 42:975-978.
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 975-978
- Duthaler, R.O.¹

5
- 4544359931
- E. Erdik: Tetrahedron, 2004 60:8747-8782.
- (2004) Tetrahedron , vol.60 , pp. 8747-8782
- Erdik, E.¹

6
- 4544370536
- C. Greck, B. Drouillat, C. Thomassigny: Eur. J. Org. Chem., 2004 1377-1385.
- (2004) Eur. J. Org. Chem. , pp. 1377-1385
- Greck, C.¹ Drouillat, B.² Thomassigny, C.³

7
- 77649206387
- T. Vilaivan, W. Bhanthumnavin: Molecules, 2010 15:917-958.
- (2010) Molecules , vol.15 , pp. 917-958
- Vilaivan, T.¹ Bhanthumnavin, W.²

8
- 79952685094
- A. M. R. Smith, K. K. (Mimi) Hii: Chem. Rev., 2011 111:1637-1656.
- (2011) Chem. Rev. , vol.111 , pp. 1637-1656
- Smith, A.M.R.¹ Mimi Hii, K.K.²

9
- 0037024190
- N. Kumaragurubaran, K. Juhl, W. Zhuang, A. Bøgevig, K. A. Jørgensen: J. Am. Chem. Soc., 2002 124:6254-6255.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 6254-6255
- Kumaragurubaran, N.¹ Juhl, K.² Zhuang, W.³ Bøgevig, A.⁴ Jørgensen, K.A.⁵

10
- 9344246338
- G. Dessole, L. Bernardi, B. F. Bonini, E. Capitò, M. Fochi, R. P. Herrera, A. Ricci, G. Cahiez: J. Org. Chem., 2004 69:8525-8528.
- (2004) J. Org. Chem. , vol.69 , pp. 8525-8528
- Dessole, G.¹ Bernardi, L.² Bonini, B.F.³ Capit, E.⁴ Òfochi, M.⁵ Herrera, R.P.⁶ Ricci, A.⁷ Cahiez, G.⁸

11
- 27844576639
- P. Kotrusz, S. Alemayehu, S. Toma, H.-G. Schmalz, A. Adler: Eur. J. Org. Chem., 2005 4904-4911.
- (2005) Eur. J. Org. Chem. , pp. 4904-4911
- Kotrusz, P.¹ Alemayehu, S.² Toma, S.³ Schmalz, H.-G.⁴ Adler, A.⁵

12
- 0000916315
- L. C. Maillard: C. R. Seances Acad. Sci., Ser. 2, 1912 154:66-68.
- (1912) C. R. Seances Acad. Sci., Ser. 2 , vol.154 , pp. 66-68
- Maillard, L.C.¹

13
- 0342422002
- M. Amadori: Atti. R. Accad. Naz. Lincei, 1931 13(6): 72.
- (1931) Atti. R. Accad. Naz. Lincei , vol.13 , Issue.6 , pp. 72
- Amadori, M.¹

14
- 85190240256
- R. Kuhn, F. Weygand: Chem. Ber., 1937 70:769.
- (1937) Chem. Ber. , vol.70 , pp. 769
- Kuhn, R.¹ Weygand, F.²

15
- 0001287213
- K. Heyns, W. Koch: Z. Naturforsch., B, 1952 7:486-488.
- (1952) Z. Naturforsch., B , vol.7 , pp. 486-488
- Heyns, K.¹ Koch, W.²

16
- 0001216314
- H. S. Isbell, H. L. Frush: J. Org. Chem., 1958 23:1309-1319.
- (1958) J. Org. Chem. , vol.23 , pp. 1309-1319
- Isbell, H.S.¹ Frush, H.L.²

17
- 49849125498
- J. Yoshimura, M. Funabashi: Carbohydr. Res., 1969 11:276-281.
- (1969) Carbohydr. Res. , vol.11 , pp. 276-281
- Yoshimura, J.¹ Funabashi, M.²

18
- 84987247620
- D. Xenakis, N. Moll, B. Gross: Synthesis, 1983 541-543.
- (1983) Synthesis , pp. 541-543
- Xenakis, D.¹ Moll, N.² Gross, B.³

19
- 33749101557
- F. Ledl, E. Schleicher: Angew. Chem., Int. Ed. Engl., 1990 29:565-594.
- (1990) Angew. Chem., Int. Ed. Engl. , vol.29 , pp. 565-594
- Ledl, F.¹ Schleicher, E.²

20
- 0009666623
- S. N. Noomen, G. J. Breel, C. Winkel: Recl. Trav. Chim. Pays-Bas, 1995 114:321-324.
- (1995) Recl. Trav. Chim. Pays-Bas , vol.114 , pp. 321-324
- Noomen, S.N.¹ Breel, G.J.² Winkel, C.³

21
- 0029925293
- T. J. Guzi, T. L. Macdonald: Tetrahedron Lett., 1996 37:2939-2942.
- (1996) Tetrahedron Lett. , vol.37 , pp. 2939-2942
- Guzi, T.J.¹ Macdonald, T.L.²

22
- 0001037535
- A. E. Stütz, Springer
- T. M. Wrodnigg and B. Eder, in Glycoscience-Epimerization Isomerization Rearrangement Reactions of Carbohydrates, ed. A. E. Stütz, Springer, 2001, pp. 115–152.
- (2001) Glycoscience-Epimerization Isomerization Rearrangement Reactions of Carbohydrates , pp. 115-152
- Wrodnigg, T.M.¹ Eder, B.²

23
- 33748557547
- R. J. Ferrier: Carbohydrates Chemistry, 2002, vol. 33, pp. 126–143.
- (2002) Carbohydrates Chemistry , vol.33 , pp. 126-143
- Ferrier, R.J.¹

24
- 0004029966
- L. A. Paquette, J. E. Hofferberth: Org. React., 2004 477-567.
- (2004) Org. React. , pp. 477-567
- Paquette, L.A.¹ Hofferberth, J.E.²

25
- 0013157920
- K. Maruoka, H. Yamamoto: Comp. Org. Synth., 1991 6:789-791.
- (1991) Comp. Org. Synth. , vol.6 , pp. 789-791
- Maruoka, K.¹ Yamamoto, H.²

26
- 45049085072
- T. M. Wrodnigg, C. Kartusch, C. Illaszewicz: Carbohydr. Res., 2008 343:2057-2066.
- (2008) Carbohydr. Res. , vol.343 , pp. 2057-2066
- Wrodnigg, T.M.¹ Kartusch, C.² Illaszewicz, C.³

27
- 84867214058
- K. Gallas, G. Pototschnig, F. Adanitsch, A. E. Stütz, T. M. Wrodnigg: Beilstein J. Org. Chem., 2012 8:1619-1629.
- (2012) Beilstein J. Org. Chem. , vol.8 , pp. 1619-1629
- Gallas, K.¹ Pototschnig, G.² Adanitsch, F.³ Stütz, A.E.⁴ Wrodnigg, T.M.⁵

28
- 0345434846
- T. M. Wrodnigg, A. E. Stütz: Angew. Chem., Int. Ed., 1999 38:827-828.
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 827-828
- Wrodnigg, T.M.¹ Stütz, A.E.²

29
- 84879411853
- Y. Shan, F. Oulaidi, M. Lahmann: Tetrahedron Lett., 2013 54:3960-3961.
- (2013) Tetrahedron Lett. , vol.54 , pp. 3960-3961
- Shan, Y.¹ Oulaidi, F.² Lahmann, M.³

30
- 77950525611
- Wiley-VCH, Weinheim
- C. E. Song: Cinchona Alkaloids in Synthesis & Catalysis, Wiley-VCH, Weinheim, 2009.
- (2009) Cinchona Alkaloids in Synthesis & Catalysis
- Song, C.E.¹

31
- 44349168328
- S. J. Connon: Chem. Commun., 2008 2499-2510.
- (2008) Chem. Commun. , pp. 2499-2510
- Connon, S.J.¹

32
- 77950521746
- T. Marcelli, H. Hiemstra: Synthesis, 2010 1229-1279.
- (2010) Synthesis , pp. 1229-1279
- Marcelli, T.¹ Hiemstra, H.²

33
- 79951680836
- E. M. O. Yeboah, S. O. Yeboah, G. S. Singh: Tetrahedron, 2011 67:1725-1762.
- (2011) Tetrahedron , vol.67 , pp. 1725-1762
- Yeboah, E.M.O.¹ Yeboah, S.O.² Singh, G.S.³

34
- 84855684122
- T. Miura, T. Biyajima, T. Fujii, M. Murakami: J. Am. Chem. Soc., 2012 134:194-196.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 194-196
- Miura, T.¹ Biyajima, T.² Fujii, T.³ Murakami, M.⁴

35
- 0008585481
- De Kimpe, L. Mones, R. Verhe, L. De Buyck, N. Schamp: Tetrahedron Lett., 1982 23:789-792.
- (1982) Tetrahedron Lett. , vol.23 , pp. 789-792
- De Kimpe, L.¹ Mones, R.² Verhe, L.³ De, B.⁴ Schamp, N.⁵

36
- 0026538744
- N. De Kimpe, L. D'Hondt, L. Mones: Tetrahedron, 1992 48:3183-3208.
- (1992) Tetrahedron , vol.48 , pp. 3183-3208
- De Kimpe, N.¹ D'hondt, L.² Mones, L.³

37
- 33745712703
- A. Adams, N. De Kimpe: Chem. Rev., 2006 106:2299-2319.
- (2006) Chem. Rev. , vol.106 , pp. 2299-2319
- Adams, A.¹ De Kimpe, N.²

38
- 84861022046
- F. Van Lancker, A. Adams, N. De Kimpe: J. Agric. Food Chem., 2012 60:4697-4708.
- (2012) J. Agric. Food Chem. , vol.60 , pp. 4697-4708
- Van Lancker, F.¹ Adams, A.² De Kimpe, N.³

39
- 65549105179
- E. Schmitt, I. Schiffers, C. Bolm: Tetrahedron Lett., 2009 50:3185-3188.
- (2009) Tetrahedron Lett. , vol.50 , pp. 3185-3188
- Schmitt, E.¹ Schiffers, I.² Bolm, C.³

40
- 84883684188
- A. Claraz, S. Oudeyer, V. Levacher: Curr. Org. Chem., 2012 16:2191-2205.
- (2012) Curr. Org. Chem. , vol.16 , pp. 2191-2205
- Claraz, A.¹ Oudeyer, S.² Levacher, V.³

41
- 69249201073
- J. T. Mohr, A. Y. Hong, B. M. Stoltz: Nat. Chem., 2009 1:359-369.
- (2009) Nat. Chem. , vol.1 , pp. 359-369
- Mohr, J.T.¹ Hong, A.Y.² Stoltz, B.M.³

42
- 9644291545
- L. Duhamel, P. Duhamel, J. C. Plaquevent: Tetrahedron: Asymmetry, 2004 15:3653-3691.
- (2004) J. C. Plaquevent: Tetrahedron: Asymmetry , vol.15 , pp. 3653-3691
- Duhamel, L.¹ Duhamel, P.²

43
- 33751146774
- C. Fehr: Angew. Chem., Int. Ed. Engl., 1996 35:2566-2587.
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2566-2587
- Fehr, C.¹

44
- 0000546293
- O. Piva, R. Mortezaei, F. Henin, J. Muzart, J. P. Pete: J. Am. Chem. Soc., 1990 112:9263-9272.
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 9263-9272
- Piva, O.¹ Mortezaei, R.² Henin, F.³ Muzart, J.⁴ Pete, J.P.⁵

45
- 22744444589
- C. Schaefer, G. C. Fu: Angew. Chem., Int. Ed., 2005 44:4606-4608.
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 4606-4608
- Schaefer, C.¹ Fu, G.C.²

46
- 34848866929
- T. Poisson, V. Dalla, F. Marsais, G. Dupas, S. Oudeyer, V. Levacher: Angew. Chem., Int. Ed., 2007 46:7090-7092.
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 7090-7092
- Poisson, T.¹ Dalla, V.² Marsais, F.³ Dupas, G.⁴ Oudeyer, S.⁵ Levacher, V.⁶

47
- 47749084742
- C. H. Cheon, H. Yamamoto: J. Am. Chem. Soc., 2008 130:9246-9247.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 9246-9247
- Cheon, C.H.¹ Yamamoto, H.²

48
- 33846601028
- B. Wang, F. Wu, Y. Wang, X. Liu, L. Deng: J. Am. Chem. Soc., 2007 129:768-769.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 768-769
- Wang, B.¹ Wu, F.² Wang, Y.³ Liu, X.⁴ Deng, L.⁵

49
- 34250725648
- M. Rueping, W. Ieawsuwan, A. P. Antonchick, B. J. Nachtsheim: Angew. Chem., Int. Ed., 2007 46:2097-2100.
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 2097-2100
- Rueping, M.¹ Ieawsuwan, W.² Antonchick, A.P.³ Nachtsheim, B.J.⁴

50
- 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

51
- 77950372661
- H. U. Vora, T. Rovis: J. Am. Chem. Soc., 2010 132:2860-2861.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 2860-2861
- Vora, H.U.¹ Rovis, T.²

52
- 81755183021
- N. Fu, L. Zhang, J. Li, S. Luo, J.-P. Cheng: Angew. Chem., Int. Ed., 2011 50:11451-11455.
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 11451-11455
- Fu, N.¹ Zhang, L.² Li, J.³ Luo, S.⁴ Cheng, J.-P.⁵

53
- 79551655842
- T. Jousseaume, N. E. Wurz, F. Glorius: Angew. Chem., Int. Ed., 2011 50:1410-1414.
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 1410-1414
- Jousseaume, T.¹ Wurz, N.E.² Glorius, F.³

54
- 70350346454
- Q.-W. Zhang, C.-A. Fan, H.-J. Zhang, Y.-Q. Tu, Y.-M. Zhao, P. Gu: Angew. Chem., Int. Ed., 2009 48:8572-8574.
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 8572-8574
- Zhang, Q.-W.¹ Fan, C.-A.² Zhang, H.-J.³ Tu, Y.-Q.⁴ Zhao, Y.-M.⁵ Gu, P.⁶

55
- 80051776208
- X. Xiao, Y. Xie, C. Su, M. Liu, Y. Shi: J. Am. Chem. Soc., 2011 133:12914-12917.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 12914-12917
- Xiao, X.¹ Xie, Y.² Su, C.³ Liu, M.⁴ Shi, Y.⁵

56
- 78649598271
- F. Capitta, A. Frongia, P. P. Piras, P. Pitzanti, F. Secci: Adv. Synth. Catal., 2010 352:2955-2960.
- (2010) Adv. Synth. Catal. , vol.352 , pp. 2955-2960
- Capitta, F.¹ Frongia, A.² Piras, P.P.³ Pitzanti, P.⁴ Secci, F.⁵

57
- 84055214134
- F. Capitta, A. Frongia, P. P. Piras, P. Pitzanti, F. Secci: Org. Biomol. Chem., 2012 10:490-494.
- (2012) Org. Biomol. Chem. , vol.10 , pp. 490-494
- Capitta, F.¹ Frongia, A.² Piras, P.P.³ Pitzanti, P.⁴ Secci, F.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.