SCOPUS 정보 검색 플랫폼

Helvetica Chimica Acta

Volumn 87, Issue 6, 2004, Pages 1545-1560

Enantioselective preparation of β2-amino acids with aspartate, glutamate, asparagine, and glutamine side chains

(4) Lelais, Gérald a Campo, Marino A a Kopp, Sascha a Seebach, Dieter a

a ETH ZURICH (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBONS; CHEMICAL BONDS; SYNTHESIS (CHEMICAL);

CURTIUS DEGRADATION; HOMOAMINO ACIDS;

AMINO ACIDS;

5,5 DIPHENYL 4 ISOPROPYL 1,3 OXAZOLIDIN 2 ONE; ACID ANHYDRIDE; ASPARAGINE; ASPARTIC ACID; BETA AMINO ACID; FUNCTIONAL GROUP; GLUTAMIC ACID; GLUTAMINE; GLUTARIC ACID DERIVATIVE; IODOACETIC ACID; IODOACETIC ACID BENZYL ESTER; LITHIUM; OXAZOLIDINE DERIVATIVE; SUCCINIC ACID DERIVATIVE; SYNTHETIC PEPTIDE; UNCLASSIFIED DRUG;

ACYLATION; ALKYLATION; ARTICLE; COLUMN CHROMATOGRAPHY; CRYSTAL STRUCTURE; CURTIUS REARRANGEMENT; DEPROTECTION REACTION; ENANTIOMER; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGENOLYSIS; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; SOLID; X RAY CRYSTALLOGRAPHY;

EID: 3142752056 PISSN: 0018019X EISSN: None Source Type: Journal
DOI: 10.1002/hlca.200490142 Document Type: Article

Times cited : (18)

References (61)

1
- 0042305011
- D. Seebach, L. Schaeffer, F. Gessier, P. Bindschädler, C. Jäger, D. Josien, S. Kopp, G. Lelais, Y. R. Mahayan, P. Micuch, R. Sebesta, B. W. Schweizer, Helv. Chim. Acta 2003, 86, 1852.
- (2003) Helv. Chim. Acta , vol.86 , pp. 1852
- Seebach, D.¹ Schaeffer, L.² Gessier, F.³ Bindschädler, P.⁴ Jäger, C.⁵ Josien, D.⁶ Kopp, S.⁷ Lelais, G.⁸ Mahayan, Y.R.⁹ Micuch, P.¹⁰ Sebesta, R.¹¹ Schweizer, B.W.¹²

2
- 0000512987
- W. Oppolzer, R. Moretti, S. Thomi, Tetrahedron Lett. 1989, 30, 5603.
- (1989) Tetrahedron Lett. , vol.30 , pp. 5603
- Oppolzer, W.¹ Moretti, R.² Thomi, S.³

3
- 33748468588
- D. A. Evans, F. Urpi, T. C. Somers, J. S. Clark, M. T. Bilodeau, J. Am. Chem. Soc. 1990, 112, 8215.
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 8215
- Evans, D.A.¹ Urpi, F.² Somers, T.C.³ Clark, J.S.⁴ Bilodeau, M.T.⁵

4
- 6744246047
- A. A. D'Souza, M. Motevalli, A. J. Robinson, P. B. Wyatt, J. Chem. Soc., Perkin Trans. 1 1995, 1.
- (1995) J. Chem. Soc., Perkin Trans. 1 , pp. 1
- D'Souza, A.A.¹ Motevalli, M.² Robinson, A.J.³ Wyatt, P.B.⁴

5
- 0000193384
- T. Hintermann, D. Seebach, Synlett 1997, 437.
- (1997) Synlett , pp. 437
- Hintermann, T.¹ Seebach, D.²

6
- 0031015545
- C. J. Barnett, T. M. Wilson, D. A. Evans, T. C. Somers, Tetrahedron Lett. 1997, 38, 735.
- (1997) Tetrahedron Lett. , vol.38 , pp. 735
- Barnett, C.J.¹ Wilson, T.M.² Evans, D.A.³ Somers, T.C.⁴

7
- 0001452530
- D. Seebach, S. Abele, K. Gademann, G. Guichard, T. Hintermann, B. Jaun, J. L. Matthews, J. V. Schreiber, Helv. Chim. Acta 1998, 81, 932.
- (1998) Helv. Chim. Acta , vol.81 , pp. 932
- Seebach, D.¹ Abele, S.² Gademann, K.³ Guichard, G.⁴ Hintermann, T.⁵ Jaun, B.⁶ Matthews, J.L.⁷ Schreiber, J.V.⁸

8
- 0031759777
- T. Hintermann, D. Seebach, Helv. Chim. Acta 1998, 81, 2093.
- (1998) Helv. Chim. Acta , vol.81 , pp. 2093
- Hintermann, T.¹ Seebach, D.²

9
- 33748640418
- E. Arvanitis, H. Ernst, A. A. Ludwig, A. J. Robinson, P. B. Wyatt, J. Chem. Soc., Perkin Trans. 1 1998, 521.
- (1998) J. Chem. Soc., Perkin Trans. 1 , pp. 521
- Arvanitis, E.¹ Ernst, H.² Ludwig, A.A.³ Robinson, A.J.⁴ Wyatt, P.B.⁵

10
- 0035913057
- K. Gademann, T. Kimmerlin, D. Hoyer, D. Seebach, J. Med. Chem. 2001, 44, 2460.
- (2001) J. Med. Chem. , vol.44 , pp. 2460
- Gademann, K.¹ Kimmerlin, T.² Hoyer, D.³ Seebach, D.⁴

11
- 0346457181
- R. Sebesta, D. Seebach, Helv. Chim. Acta 2003, 86, 4061.
- (2003) Helv. Chim. Acta , vol.86 , pp. 4061
- Sebesta, R.¹ Seebach, D.²

12
- 0000372499
- Y. Jin, D. H. Kim, Synlett 1998, 1189.
- (1998) Synlett , pp. 1189
- Jin, Y.¹ Kim, D.H.²

13
- 0031976996
- H. O. Kim, Synth. Commun. 1998, 28, 1713.
- (1998) Synth. Commun. , vol.28 , pp. 1713
- Kim, H.O.¹

14
- 1542651943
- (Monsanto Company), Patent EP 0396526, 1990
- J. J. Talley (Monsanto Company), Patent EP 0396526, 1990 (Chem. Abstr. 1990, 114, 229382).
- (1990) Chem. Abstr. , vol.114 , pp. 229382
- Talley, J.J.¹

15
- 0029883289
- E. Arvanitis, M. Motevalli, P. B. Wyatt, Tetrahedron Lett. 1996, 37, 4277.
- (1996) Tetrahedron Lett. , vol.37 , pp. 4277
- Arvanitis, E.¹ Motevalli, M.² Wyatt, P.B.³

16
- 0033588390
- D. A. Evans, L. D. Wu, J. J. M. Wiener, J. S. Johnson, D. H. B. Ripin, J. S. Tedrow, J. Org. Chem. 1999, 64, 6411.
- (1999) J. Org. Chem. , vol.64 , pp. 6411
- Evans, D.A.¹ Wu, L.D.² Wiener, J.J.M.³ Johnson, J.S.⁴ Ripin, D.H.B.⁵ Tedrow, J.S.⁶

17
- 0036296775
- P. Micuch, D. Seebach, Helv. Chim. Acta 2002, 85, 1567.
- (2002) Helv. Chim. Acta , vol.85 , pp. 1567
- Micuch, P.¹ Seebach, D.²

18
- 39049184564
- D. Seebach, K. Namoto, Y. R. Mahajan, P. Bindschädler, R. Sustmann, M. Kirsch, N. S. Ryder, M. Weiss, M. Sauer, C. Roth, Chem. Biodiv. 2004, 1, 65.
- (2004) Chem. Biodiv. , vol.1 , pp. 65
- Seebach, D.¹ Namoto, K.² Mahajan, Y.R.³ Bindschädler, P.⁴ Sustmann, R.⁵ Kirsch, M.⁶ Ryder, N.S.⁷ Weiss, M.⁸ Sauer, M.⁹ Roth, C.¹⁰

19
- 0034616482
- M. P. Sibi, P. K. Deshpande, J. Chem. Soc., Perkin Trans. 1 2000, 1461.
- (2000) J. Chem. Soc., Perkin Trans. 1 , pp. 461
- Sibi, M.P.¹ Deshpande, P.K.²

20
- 0034470369
- D. Seebach, T. Sifferlen, P. A. Mathieu, A. M. Häne, C. M. Krell, D. J. Bierbaum, S. Abele, Helv. Chim. Acta 2000, 83, 2849.
- (2000) Helv. Chim. Acta , vol.83 , pp. 2849
- Seebach, D.¹ Sifferlen, T.² Mathieu, P.A.³ Häne, A.M.⁴ Krell, C.M.⁵ Bierbaum, D.J.⁶ Abele, S.⁷

21
- 0001354694
- E. Juaristi, D. Quintana, B. Lamatsch, D. Seebach, J. Org. Chem. 1991, 56, 2553.
- (1991) J. Org. Chem. , vol.56 , pp. 2553
- Juaristi, E.¹ Quintana, D.² Lamatsch, B.³ Seebach, D.⁴

22
- 0026684591
- E. Juaristi, D. Quintana, Tetrahedron: Asymmetry 1992, 3, 723.
- (1992) Tetrahedron: Asymmetry , vol.3 , pp. 723
- Juaristi, E.¹ Quintana, D.²

23
- 0001251728
- E. Juaristi, J. Escalante, B. Lamatsch, D. Seebach, J. Org. Chem. 1992, 57, 2396.
- (1992) J. Org. Chem. , vol.57 , pp. 2396
- Juaristi, E.¹ Escalante, J.² Lamatsch, B.³ Seebach, D.⁴

24
- 0001203911
- P. Murer, B. Rheiner, E. Juaristi, D. Seebach, Heterocycles 1994, 39, 319.
- (1994) Heterocycles , vol.39 , pp. 319
- Murer, P.¹ Rheiner, B.² Juaristi, E.³ Seebach, D.⁴

25
- 0030220984
- E. Juaristi, D. Quintana, M. Balderas, E. García-Pérez, Tetrahedron: Asymmetry 1996, 7, 2233.
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 2233
- Juaristi, E.¹ Quintana, D.² Balderas, M.³ García-Pérez, E.⁴

26
- 0003928866
- Ed. E. Juaristi, Wiley-VCH, New York
- E. Juaristi, D. Seebach, in 'Enantioselective Synthesis of β-Amino Acids', Ed. E. Juaristi, Wiley-VCH, New York, 1997, pp. 261.
- (1997) Enantioselective Synthesis of β-Amino Acids , pp. 261
- Juaristi, E.¹ Seebach, D.²

27
- 0032491449
- E. Juaristi, M. Balderas, Y. Ramírez-Quirós, Tetrahedron: Asymmetry 1998, 9, 3881.
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 3881
- Juaristi, E.¹ Balderas, M.² Ramírez-Quirós, Y.³

28
- 0032811713
- D. Seebach, A. Boog, W. B. Schweizer, Eur. J. Org. Chem. 1999, 335.
- (1999) Eur. J. Org. Chem. , pp. 335
- Seebach, D.¹ Boog, A.² Schweizer, W.B.³

29
- 0033987613
- R. Ponsinet, G. Chassaing, J. Vaissermann, S. Lavielle, Eur. J. Org. Chem. 2000, 83.
- (2000) Eur. J. Org. Chem. , pp. 83
- Ponsinet, R.¹ Chassaing, G.² Vaissermann, J.³ Lavielle, S.⁴

30
- 0034597518
- G. Nagula, V. J. Huber, C. Lum, B. A. Goodman, Org. Lett. 2000, 2, 3527.
- (2000) Org. Lett. , vol.2 , pp. 3527
- Nagula, G.¹ Huber, V.J.² Lum, C.³ Goodman, B.A.⁴

31
- 0035939196
- V. M. Gutiérrez-García, H. López-Ruiz, G. Reyes-Rangel, E. Juaristi, Tetrahedron 2001, 57, 6487.
- (2001) Tetrahedron , vol.57 , pp. 6487
- Gutiérrez-García, V.M.¹ López-Ruiz, H.² Reyes-Rangel, G.³ Juaristi, E.⁴

32
- 0037039893
- C. B. Xue, X. He, J. Roderick, R. L. Corbett, C. P. Decicco, J. Org. Chem. 2002, 67, 865.
- (2002) J. Org. Chem. , vol.67 , pp. 865
- Xue, C.B.¹ He, X.² Roderick, J.³ Corbett, R.L.⁴ Decicco, C.P.⁵

33
- 0036964890
- V. M. Gutiérrez-García, G. Reyes-Rangel, O. Muñoz-Muñiz, E. Juaristi, Helv. Chem. Acta 2002, 85, 4189.
- (2002) Helv. Chem. Acta , vol.85 , pp. 4189
- Gutiérrez-García, V.M.¹ Reyes-Rangel, G.² Muñoz- Muñiz, O.³ Juaristi, E.⁴

34
- 0038813824
- A. Rimkus, N. Sewald, Org. Lett. 2003, 5, 79.
- (2003) Org. Lett. , vol.5 , pp. 79
- Rimkus, A.¹ Sewald, N.²

35
- 0028823006
- P. Perlmutter, M. Tabone, J. Org. Chem. 1995, 60, 6515.
- (1995) J. Org. Chem. , vol.60 , pp. 6515
- Perlmutter, P.¹ Tabone, M.²

36
- 0029906929
- N. Sewald, Amino Acids 1996, 11, 397.
- (1996) Amino Acids , vol.11 , pp. 397
- Sewald, N.¹

37
- 0037201534
- M. Liu, M. P. Sibi, Tetrahedron 2002, 58, 7991.
- (2002) Tetrahedron , vol.58 , pp. 7991
- Liu, M.¹ Sibi, M.P.²

38
- 0242515860
- H. S. Lee, J. S. Park, B. M. Kim, S. H. Gellman, J. Org. Chem. 2003, 68, 1575.
- (2003) J. Org. Chem. , vol.68 , pp. 1575
- Lee, H.S.¹ Park, J.S.² Kim, B.M.³ Gellman, S.H.⁴

39
- 0037124920
- H. M. L. Davies, C. Venkataramani, Angew. Chem., Int. Ed. 2002, 41, 2197.
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 2197
- Davies, H.M.L.¹ Venkataramani, C.²

40
- 0035874739
- A. J. Robinson, C. Y. Lim, L. He, P. Ma, H. Y. Li, J. Org. Chem. 2001, 66, 4141.
- (2001) J. Org. Chem. , vol.66 , pp. 4141
- Robinson, A.J.¹ Lim, C.Y.² He, L.³ Ma, P.⁴ Li, H.Y.⁵

41
- 0035911373
- D. Saylik, E. M. Campi, A. C. Donohue, W. R. Jackson, A. J. Robinson, Tetrahedron: Asymmetry 2001,12, 657.
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 657
- Saylik, D.¹ Campi, E.M.² Donohue, A.C.³ Jackson, W.R.⁴ Robinson, A.J.⁵

42
- 0033153367
- D. Seebach, S. Abele, K. Gademann, B. Jaun, Angew. Chem., Int. Ed. 1999, 38, 1595.
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1595
- Seebach, D.¹ Abele, S.² Gademann, K.³ Jaun, B.⁴

43
- 0034806777
- X. Daura, K. Gademann, H. Schäfer, B. Jaun, D. Seebach, W. F. van Gunsteren, J. Am. Chem. Soc. 2001, 123, 2393.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 2393
- Daura, X.¹ Gademann, K.² Schäfer, H.³ Jaun, B.⁴ Seebach, D.⁵ Van Gunsteren, W.F.⁶

44
- 0036397712
- M. Rueping, J. V. Schreiber, G. Lelais, B. Jaun, D. Seebach, Helv. Chim. Acta 2002, 85, 2577.
- (2002) Helv. Chim. Acta , vol.85 , pp. 2577
- Rueping, M.¹ Schreiber, J.V.² Lelais, G.³ Jaun, B.⁴ Seebach, D.⁵

45
- 0033452058
- M. Brenner, D. Seebach, Helv. Chim. Acta 1999, 82, 2365.
- (1999) Helv. Chim. Acta , vol.82 , pp. 2365
- Brenner, M.¹ Seebach, D.²

46
- 0001401531
- C. Gaul, D. Seebach, Org. Lett. 2000, 2, 1501.
- (2000) Org. Lett. , vol.2 , pp. 1501
- Gaul, C.¹ Seebach, D.²

47
- 0035476601
- C. Gaul, P. I. Arvidsson, W. Bauer, R. E. Gawley, D. Seebach, Chem. - Eur. J. 2001, 7, 4117.
- (2001) Chem. - Eur. J. , vol.7 , pp. 4117
- Gaul, C.¹ Arvidsson, P.I.² Bauer, W.³ Gawley, R.E.⁴ Seebach, D.⁵

48
- 0035804967
- C. Gaul, K. Schärer, D. Seebach, J. Org. Chem. 2001, 66, 3059.
- (2001) J. Org. Chem. , vol.66 , pp. 3059
- Gaul, C.¹ Schärer, K.² Seebach, D.³

49
- 0036293584
- C. Gaul, B. W. Schweizer, P. Seiler, D. Seebach, Helv. Chim. Acta 2002, 85, 1546.
- (2002) Helv. Chim. Acta , vol.85 , pp. 1546
- Gaul, C.¹ Schweizer, B.W.² Seiler, P.³ Seebach, D.⁴

50
- 0036242254
- C. Gaul, D. Seebach, Helv. Chim. Acta 2002, 85, 963.
- (2002) Helv. Chim. Acta , vol.85 , pp. 963
- Gaul, C.¹ Seebach, D.²

51
- 0036220028
- C. Gaul, D. Seebach, Helv. Chim. Acta 2002, 85, 772.
- (2002) Helv. Chim. Acta , vol.85 , pp. 772
- Gaul, C.¹ Seebach, D.²

52
- 0032505206
- C. L. Gibson, K. Gillon, S. Cook, Tetrahedron Lett. 1998, 39, 6733.
- (1998) Tetrahedron Lett. , vol.39 , pp. 6733
- Gibson, C.L.¹ Gillon, K.² Cook, S.³

53
- 0034743076
- K. Alexander, S. Cook, C. L. Gibson, A. R. Kennedy, J. Chem. Soc., Perkin Trans. 1 2001, 1538.
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 1538
- Alexander, K.¹ Cook, S.² Gibson, C.L.³ Kennedy, A.R.⁴

54
- 0028132716
- P. R. Guzzo, M. J. Miller, J. Org. Chem. 1994, 59, 4862.
- (1994) J. Org. Chem. , vol.59 , pp. 4862
- Guzzo, P.R.¹ Miller, M.J.²

55
- 0001797240
- Eds. B. Ernst, C. Leumann, Verlag Helvetica Chimica Acta, Basel/VCH, Weinheim
- D. Seebach, A. K. Beck, A. Studer, in 'Modern Synthetic Methods', Eds. B. Ernst, C. Leumann, Verlag Helvetica Chimica Acta, Basel/VCH, Weinheim, 1995, pp. 1.
- (1995) Modern Synthetic Methods , pp. 1
- Seebach, D.¹ Beck, A.K.² Studer, A.³

56
- 0037017775
- F. P. Marmsäter, J. A. Vanecko, F. G. West, Tetrahedron 2002, 58, 2027.
- (2002) Tetrahedron , vol.58 , pp. 2027
- Marmsäter, F.P.¹ Vanecko, J.A.² West, F.G.³

57
- 0001667503
- R. U. Lemieux, E. von Rudloff, Can. J. Chem. 1955, 33, 1701.
- (1955) Can. J. Chem. , vol.33 , pp. 1701
- Lemieux, R.U.¹ Von Rudloff, E.²

58
- 0032554816
- R. Wagner, T. A. Rhoades, Y. S. Or, B. C. Lane, G. Hsieh, K. W. Mollison, J. R. Luly, J. Med. Chem. 1998, 41, 1764.
- (1998) J. Med. Chem. , vol.41 , pp. 1764
- Wagner, R.¹ Rhoades, T.A.² Or, Y.S.³ Lane, B.C.⁴ Hsieh, G.⁵ Mollison, K.W.⁶ Luly, J.R.⁷

59
- 0015520853
- T. Shioiri, S. Yamada, K. Ninomiya, J. Am. Chem. Soc. 1972, 94, 6203.
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 6203
- Shioiri, T.¹ Yamada, S.² Ninomiya, K.³

60
- 0343026674
- A. Solladié-Cavallo, D. Roche, G. Bold, F. Acemoglu, M. Tintelnot-Blomley, J. Fischer, A. De Cian, Tetrahedron: Asymmetry 1996, 7, 1797.
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 1797
- Solladié-Cavallo, A.¹ Roche, D.² Bold, G.³ Acemoglu, F.⁴ Tintelnot-Blomley, M.⁵ Fischer, J.⁶ De Cian, A.⁷

61
- 33748737482
- G. Bitan, D. Muller, R. Kasher, E. V. Gluhov, C. Gilon, J. Chem. Soc., Perkin Trans. 1 1997, 1501.
- (1997) J. Chem. Soc., Perkin Trans. 1 , pp. 1501
- Bitan, G.¹ Muller, D.² Kasher, R.³ Gluhov, E.V.⁴ Gilon, C.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.