SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 9, Issue 11, 2011, Pages 4323-4327

Readily available hydrogen bond catalysts for the asymmetric transfer hydrogenation of nitroolefins

(5) Schneider, Jakob F a Lauber, Markus B a Muhr, Vanessa a Kratzer, Domenic a Paradies, Jan a

a KARLSRUHE INSTITUTE OF TECHNOLOGY (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC TRANSFER HYDROGENATION; CHIRAL PRODUCT; DEGREE OF SUBSTITUTION; ENANTIOMERIC EXCESS; MODE OF ACTION; NITROOLEFINS;

AMINO ACIDS; CATALYSTS; HYDROGEN BONDS; HYDROGENATION; METHANOL; THIOUREAS; UREA;

HYDROGEN;

ALKENE; AMINO ACID; NITROGEN DERIVATIVE; THIOUREA;

ARTICLE; CATALYSIS; CHEMISTRY; CONFORMATION; HYDROGEN BOND; HYDROGENATION; STEREOISOMERISM; SYNTHESIS;

ALKENES; AMINO ACIDS; CATALYSIS; HYDROGEN BONDING; HYDROGENATION; MOLECULAR CONFORMATION; NITROGEN COMPOUNDS; STEREOISOMERISM; THIOUREA;

EID: 79956278973 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c1ob05059a Document Type: Article

Times cited : (60)

References (67)

1
- 79956283384
- K. Sakai), Springer, Berlin (Ed.:
- H. Murakami, in Novel Optical Resolution Technologies (Ed.:, K. Sakai,), Springer, Berlin, 2007, p. 288
- (2007) Novel Optical Resolution Technologies , pp. 288
- Murakami, H.¹

2
- 0030924784
- D. Enders Tetrahedron: Asymmetry 1997 8 1895 1946
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 1895-1946
- Enders, D.¹

3
- 0032555026
- R. M. Barmore S. R. Logan B. C. VanWagenen Tetrahedron Lett. 1998 39 3451 3454
- (1998) Tetrahedron Lett. , vol.39 , pp. 3451-3454
- Barmore, R.M.¹ Logan, S.R.² Vanwagenen, B.C.³

4
- 77950787495
- J. F. Schneider F. C. Falk R. Fröhlich J. Paradies Eur. J. Org. Chem. 2010 12 2265 2269
- (2010) Eur. J. Org. Chem. , vol.12 , pp. 2265-2269
- Schneider, J.F.¹ Falk, F.C.² Fröhlich, R.³ Paradies, J.⁴

5
- 44949240574
- A. Fryszkowska K. Fisher J. M. Gardiner G. M. Stephens J. Org. Chem. 2008 73 4295 4298
- (2008) J. Org. Chem. , vol.73 , pp. 4295-4298
- Fryszkowska, A.¹ Fisher, K.² Gardiner, J.M.³ Stephens, G.M.⁴

6
- 34547492913
- N. J. A. Martin L. Ozores B. List J. Am. Chem. Soc. 2007 129 8976 8977
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 8976-8977
- Martin, N.J.A.¹ Ozores, L.² List, B.³

7
- 33846160588
- M. A. Swiderska J. D. Stewart Org. Lett. 2006 8 6131 6133
- (2006) Org. Lett. , vol.8 , pp. 6131-6133
- Swiderska, M.A.¹ Stewart, J.D.²

8
- 54249149436
- For reviews on organocatalytic transfer hydrogenation see:
- N. J. A. Martin X. Cheng B. List J. Am. Chem. Soc. 2008 130 13862 13863
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 13862-13863
- Martin, N.J.A.¹ Cheng, X.² List, B.³

9
- 34447306019
- S. L. You Chem.-Asian J. 2007 2 820 827
- (2007) Chem.-Asian J. , vol.2 , pp. 820-827
- You, S.L.¹

10
- 38049089797
- S. G. Ouellet A. M. Walji D. W. C. MacMillan Acc. Chem. Res. 2007 40 1327 1339
- (2007) Acc. Chem. Res. , vol.40 , pp. 1327-1339
- Ouellet, S.G.¹ Walji, A.M.² MacMillan, D.W.C.³

11
- 35348853794
- For thiourea-catalyzed transfer hydrogenation see:
- S. J. Connon Org. Biomol. Chem. 2007 5 3407 3417
- (2007) Org. Biomol. Chem. , vol.5 , pp. 3407-3417
- Connon, S.J.¹

12
- 34250713919
- Z. G. Zhang P. R. Schreiner Synlett 2007 1455 1457
- (2007) Synlett , pp. 1455-1457
- Zhang, Z.G.¹ Schreiner, P.R.²

13
- 33845428157
- D. Menche S. Bohm J. Li S. Rudolph W. Zander Tetrahedron Lett. 2007 48 365 369
- (2007) Tetrahedron Lett. , vol.48 , pp. 365-369
- Menche, D.¹ Bohm, S.² Li, J.³ Rudolph, S.⁴ Zander, W.⁵

14
- 33644771025
- D. Menche J. Hassfeld J. Li G. Menche A. Ritter S. Rudolph Org. Lett. 2006 8 741 744
- (2006) Org. Lett. , vol.8 , pp. 741-744
- Menche, D.¹ Hassfeld, J.² Li, J.³ Menche, G.⁴ Ritter, A.⁵ Rudolph, S.⁶

15
- 33645755227
- D. Menche F. Arikan Synlett 2006 841 844
- (2006) Synlett , pp. 841-844
- Menche, D.¹ Arikan, F.²

16
- 55049138759
- Wiley-VCH Verlag, Weinheim, New York
- Enantioselective Organocatalysis (ed.:, P. I. Dalko,) Wiley-VCH Verlag, Weinheim, New York, 2007
- (2007) Enantioselective Organocatalysis
- Dalko, P.I.¹

17
- 47749122232
- Wiley-VCH Verlag, Weinheim, New York
- Asymmetric Organocatalysis (ed.:, A. Berkessel,,, H. Gröger,) Wiley-VCH Verlag, Weinheim, New York 2005
- (2005) Asymmetric Organocatalysis
- Berkessel, A.¹ Gröger, H.²

18
- 11144263200
- P. I. Dalko L. Moisan Angew. Chem. 2004 116 5248 5286
- (2004) Angew. Chem. , vol.116 , pp. 5248-5286
- Dalko, P.I.¹ Moisan, L.²

19
- 84891505647
- Wiley-VCH, Weinheim
- Hydrogen Bonding in Organic Synthesis (Ed.:, P. M. Pihko,) Wiley-VCH, Weinheim 2009
- (2009) Hydrogen Bonding in Organic Synthesis
- Pihko, P.M.¹

20
- 63049095171
- Z. G. Zhang P. R. Schreiner Chem. Soc. Rev. 2009 38 1187 1198
- (2009) Chem. Soc. Rev. , vol.38 , pp. 1187-1198
- Zhang, Z.G.¹ Schreiner, P.R.²

21
- 58249120495
- D. A. Yalalov S. B. Tsogoeva T. E. Shubina I. M. Martynova T. Clark Angew. Chem. 2008 120 6726 6730
- (2008) Angew. Chem. , vol.120 , pp. 6726-6730
- Yalalov, D.A.¹ Tsogoeva, S.B.² Shubina, T.E.³ Martynova, I.M.⁴ Clark, T.⁵

22
- 38349135345
- A. G. Doyle E. N. Jacobsen Chem. Rev. 2007 107 5713 5743
- (2007) Chem. Rev. , vol.107 , pp. 5713-5743
- Doyle, A.G.¹ Jacobsen, E.N.²

23
- 33947168294
- S. W. Wei D. A. Yalalov S. B. Tsogoeva S. Schmatz Catal. Today 2007 121 151 157
- (2007) Catal. Today , vol.121 , pp. 151-157
- Wei, S.W.¹ Yalalov, D.A.² Tsogoeva, S.B.³ Schmatz, S.⁴

24
- 33947169944
- K. Liu H. F. Cui J. Nie K. Y. Dong X. J. Li J. A. Ma Org. Lett. 2007 9 923 925
- (2007) Org. Lett. , vol.9 , pp. 923-925
- Liu, K.¹ Cui, H.F.² Nie, J.³ Dong, K.Y.⁴ Li, X.J.⁵ Ma, J.A.⁶

25
- 33746322013
- M. S. Taylor E. N. Jacobsen Angew. Chem. 2006 118 1550 1573
- (2006) Angew. Chem. , vol.118 , pp. 1550-1573
- Taylor, M.S.¹ Jacobsen, E.N.²

26
- 33746277515
- S. J. Connon Chem.-Eur. J. 2006 12 5418 5427
- (2006) Chem.-Eur. J. , vol.12 , pp. 5418-5427
- Connon, S.J.¹

27
- 33745683617
- T. Akiyama J. Itoh K. Fuchibe Adv. Synth. Catal. 2006 348 999 1010
- (2006) Adv. Synth. Catal. , vol.348 , pp. 999-1010
- Akiyama, T.¹ Itoh, J.² Fuchibe, K.³

28
- 33645036848
- S. B. Tsogoeva S. W. Wei Chem. Commun. 2006 1451 1453
- (2006) Chem. Commun. , pp. 1451-1453
- Tsogoeva, S.B.¹ Wei, S.W.²

29
- 33744928626
- H. B. Huang E. N. Jacobsen J. Am. Chem. Soc. 2006 128 7170 7171
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 7170-7171
- Huang, H.B.¹ Jacobsen, E.N.²

30
- 33744782039
- D. A. Yalalov S. B. Tsogoeva S. Schmatz Adv. Synth. Catal. 2006 348 826 832
- (2006) Adv. Synth. Catal. , vol.348 , pp. 826-832
- Yalalov, D.A.¹ Tsogoeva, S.B.² Schmatz, S.³

31
- 34250619640
- M. P. Lalonde Y. G. Chen E. N. Jacobsen Angew. Chem. 2006 118 6514 6518
- (2006) Angew. Chem. , vol.118 , pp. 6514-6518
- Lalonde, M.P.¹ Chen, Y.G.² Jacobsen, E.N.³

32
- 29844448114
- T. Takemoto Org. Biomol. Chem. 2005 3 4299 4306
- (2005) Org. Biomol. Chem. , vol.3 , pp. 4299-4306
- Takemoto, T.¹

33
- 0346865819
- P. R. Schreiner Chem. Soc. Rev. 2003 32 289 296
- (2003) Chem. Soc. Rev. , vol.32 , pp. 289-296
- Schreiner, P.R.¹

34
- 34548164102
- A. Lattanzi Synlett 2007 2106 2110
- (2007) Synlett , pp. 2106-2110
- Lattanzi, A.¹

35
- 34447136276
- M. P. Sibi K. Itoh J. Am. Chem. Soc. 2007 129 8064 8065
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 8064-8065
- Sibi, M.P.¹ Itoh, K.²

36
- 34548146801
- R. P. Herrera D. Monge E. Martin-Zamora R. Fernandez J. M. Lassaletta Org. Lett. 2007 9 3303 3306
- (2007) Org. Lett. , vol.9 , pp. 3303-3306
- Herrera, R.P.¹ Monge, D.² Martin-Zamora, E.³ Fernandez, R.⁴ Lassaletta, J.M.⁵

37
- 75749146675
- C. Gioia L. Bernardi A. Ricci Synthesis 2010 161 170
- (2010) Synthesis , pp. 161-170
- Gioia, C.¹ Bernardi, L.² Ricci, A.³

38
- 56449130065
- C. Gioia A. Hauville L. Bernardi F. Fini A. Ricci Angew. Chem., Int. Ed. 2008 47 9236 9239
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 9236-9239
- Gioia, C.¹ Hauville, A.² Bernardi, L.³ Fini, F.⁴ Ricci, A.⁵

39
- 31544482620
- P. R. Herrera V. Sgarzani L. Bernardi A. Ricci Angew. Chem. 2005 117 6734 6737
- (2005) Angew. Chem. , vol.117 , pp. 6734-6737
- Herrera, P.R.¹ Sgarzani, V.² Bernardi, L.³ Ricci, A.⁴

40
- 5344224096
- J. A. Ma D. Cahard Angew. Chem., Int. Ed. 2004 43 4566 4583
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 4566-4583
- Ma, J.A.¹ Cahard, D.²

41
- 79956264081
- WO 2008043840
- S. F. Nielsen A. Kharazmi M. Larsen Chem. Abstr. 2008 148 471720
- (2008) Chem. Abstr. , vol.148 , pp. 471720
- Nielsen, S.F.¹ Kharazmi, A.² Larsen, M.³

42
- 79956261603
- WO9907672 for 1p see:
- F. Z. Dorwald J. B. Hansen J. P. Mogensen T. M. Tagmose B. Pirotte P. Lebrun P. De Tullio S. Boverie Chem. Abstr. 1999 130 196306
- (1999) Chem. Abstr. , vol.130 , pp. 196306
- Dorwald, F.Z.¹ Hansen, J.B.² Mogensen, J.P.³ Tagmose, T.M.⁴ Pirotte, B.⁵ Lebrun, P.⁶ De Tullio, P.⁷ Boverie, S.⁸

43
- 9944242119
- I. J. Munslow A. R. Wade R. J. Deeth P. Scott Chem. Commun. 2004 2596 2597
- (2004) Chem. Commun. , pp. 2596-2597
- Munslow, I.J.¹ Wade, A.R.² Deeth, R.J.³ Scott, P.⁴

44
- 33744730687
- E. A. Collier R. J. Davey S. N. Black R. J. Roberts Acta Crystallogr., Sect. B: Struct. Sci. 2006 62 498 505
- (2006) Acta Crystallogr., Sect. B: Struct. Sci. , vol.62 , pp. 498-505
- Collier, E.A.¹ Davey, R.J.² Black, S.N.³ Roberts, R.J.⁴

45
- 0015928582
- R. A. Hearn G. R. Freeman C. E. Bugg J. Am. Chem. Soc. 1973 95 7150 7154
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 7150-7154
- Hearn, R.A.¹ Freeman, G.R.² Bugg, C.E.³

46
- 37049076139
- A. Gorman R. O. Gould A. M. Gray P. Taylor M. D. Walkinshaw J. Chem. Soc., Perkin Trans. 2 1986 739 746
- (1986) J. Chem. Soc., Perkin Trans. 2 , pp. 739-746
- Gorman, A.¹ Gould, R.O.² Gray, A.M.³ Taylor, P.⁴ Walkinshaw, M.D.⁵

47
- 84989052673
- H. Tsai J. D. Roberts Magn. Reson. Chem. 1992 30 828 830
- (1992) Magn. Reson. Chem. , vol.30 , pp. 828-830
- Tsai, H.¹ Roberts, J.D.²

48
- 33947481669
- J. W. Huffman R. P. Elliott J. Org. Chem. 1965 30 365 367
- (1965) J. Org. Chem. , vol.30 , pp. 365-367
- Huffman, J.W.¹ Elliott, R.P.²

49
- 0000034230
- W. J. Close J. Org. Chem. 1950 15 1131 1134
- (1950) J. Org. Chem. , vol.15 , pp. 1131-1134
- Close, W.J.¹

50
- 79956260784
- The conditions for the transfer hydrogenation with 1p were further explored, but did not lead to any significant enhancement in activity or selectivity (see ESI)
- J. B. Hyne Can. J. Chem. 1961 39 2536 2542
- (1961) Can. J. Chem. , vol.39 , pp. 2536-2542
- Hyne, J.B.¹

51
- 66149084315
- S. Grabowsky M. F. Hesse C. Paulmann P. Luger J. Beckmann Inorg. Chem. 2009 48 4384 4393
- (2009) Inorg. Chem. , vol.48 , pp. 4384-4393
- Grabowsky, S.¹ Hesse, M.F.² Paulmann, C.³ Luger, P.⁴ Beckmann, J.⁵

52
- 38749136257
- L. C. Dias M. A. B. Ferreira C. F. Tormena J. Phys. Chem. A 2008 112 232 237
- (2008) J. Phys. Chem. A , vol.112 , pp. 232-237
- Dias, L.C.¹ Ferreira, M.A.B.² Tormena, C.F.³

53
- 0012422299
- J. F. Blake W. L. Jorgensen J. Org. Chem. 1991 56 6052 6059
- (1991) J. Org. Chem. , vol.56 , pp. 6052-6059
- Blake, J.F.¹ Jorgensen, W.L.²

54
- 0025347453
- S. Shambayati S. L. Schreiber J. F. Blake S. G. Wierschke W. L. Jorgensen J. Am. Chem. Soc. 1990 112 697 703
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 697-703
- Shambayati, S.¹ Schreiber, S.L.² Blake, J.F.³ Wierschke, S.G.⁴ Jorgensen, W.L.⁵

55
- 9144223678
- Yu.-L. Frolov M. G. Voronkov N. V. Strashnikova N. I. Shergina J. Mol. Struct. 1992 270 205 215
- (1992) J. Mol. Struct. , vol.270 , pp. 205-215
- Frolov, Yu.-L.¹ Voronkov, M.G.² Strashnikova, N.V.³ Shergina, N.I.⁴

56
- 77951154753
- J. D. Webb V. S. Laberge S. J. Geier D. W. Stephan C. M. Crudden Chem. Eur. J. 2010 16 4895 4902
- (2010) Chem. Eur. J. , vol.16 , pp. 4895-4902
- Webb, J.D.¹ Laberge, V.S.² Geier, S.J.³ Stephan, D.W.⁴ Crudden, C.M.⁵

57
- 0001734374
- B. E. Norcross P. E. Klinedinst F. H. Westheimer J. Am. Chem. Soc. 1962 84 797 802
- (1962) J. Am. Chem. Soc. , vol.84 , pp. 797-802
- Norcross, B.E.¹ Klinedinst, P.E.² Westheimer, F.H.³

58
- 77149120138
- X.-Q. Zhu Y. Tan C.-T. Cao J. Phys. Chem. B 2010 114 2058 2075
- (2010) J. Phys. Chem. B , vol.114 , pp. 2058-2075
- Zhu, X.-Q.¹ Tan, Y.² Cao, C.-T.³

59
- 70349965077
- D. Richter H. Mayr Angew. Chem. 2009 121 1992 1995
- (2009) Angew. Chem. , vol.121 , pp. 1992-1995
- Richter, D.¹ Mayr, H.²

60
- 46949083787
- L. Simon J. M. Goodman J. Am. Chem. Soc. 2008 130 8741 8747
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 8741-8747
- Simon, L.¹ Goodman, J.M.²

61
- 0035847184
- X.-Q. Zhu H.-Y. Wang J.-S. Wang Y.-C. Liu J. Org. Chem. 2001 66 344 347
- (2001) J. Org. Chem. , vol.66 , pp. 344-347
- Zhu, X.-Q.¹ Wang, H.-Y.² Wang, J.-S.³ Liu, Y.-C.⁴

62
- 0034286445
- X.-Q. Zhu H.-L. Zou P.-W. Yuan Y. Liu L. Cao J.-P. Cheng J. Chem. Soc., Perkin Trans. 2 2000 1857 1861
- (2000) J. Chem. Soc., Perkin Trans. 2 , pp. 1857-1861
- Zhu, X.-Q.¹ Zou, H.-L.² Yuan, P.-W.³ Liu, Y.⁴ Cao, L.⁵ Cheng, J.-P.⁶

63
- 0032761362
- X. Q. Zhu Y. C. Liu J. P. Cheng J. Org. Chem. 1999 64 8980 8981
- (1999) J. Org. Chem. , vol.64 , pp. 8980-8981
- Zhu, X.Q.¹ Liu, Y.C.² Cheng, J.P.³

64
- 0001274252
- J.-P. Cheng Y. Lu X.-Q. Zhu L. J. Mu J. Org. Chem. 1998 63 6108 6114
- (1998) J. Org. Chem. , vol.63 , pp. 6108-6114
- Cheng, J.-P.¹ Lu, Y.² Zhu, X.-Q.³ Mu, L.J.⁴

65
- 0000022387
- H. P. Merjer U. K. Pandit Tetrahedron 1985 41 467 472
- (1985) Tetrahedron , vol.41 , pp. 467-472
- Merjer, H.P.¹ Pandit, U.K.²

66
- 0000168116
- H. P. Merjer J. C. G. Van Niel U. K. Pandit Tetrahedron 1984 40 5185 5195
- (1984) Tetrahedron , vol.40 , pp. 5185-5195
- Merjer, H.P.¹ Van Niel, J.C.G.² Pandit, U.K.³

67
- 35348841443
- U. K. Pandit J. B. Steevens F. R. Mascabre Bioorg. Chem. 1973 2 293 300
- (1973) Bioorg. Chem. , vol.2 , pp. 293-300
- Pandit, U.K.¹ Steevens, J.B.² Mascabre, F.R.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.