메뉴 건너뛰기




Volumn , Issue 10, 2003, Pages 1536-1538

First examples of a highly stereoselective passerini reaction: A new access to enantiopure mandelamides

Author keywords

Mandelamide; Multi component reaction; Passerini reaction; hydroxy acid derivative

Indexed keywords

BENZALDEHYDE DERIVATIVE; CYANIDE; GALACTURONIC ACID; MANDELIC ACID DERIVATIVE;

EID: 0043071355     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-40846     Document Type: Article
Times cited : (60)

References (49)
  • 2
    • 0003129117 scopus 로고
    • Scheffold, R., Ed.; Otto Salle Verlag: Frankfurt
    • (b) Seebach, D.; Hungerbühler, E. In Modern Synthetic Methods, Vol. 2; Scheffold, R., Ed.; Otto Salle Verlag: Frankfurt, 1980, 91.
    • (1980) Modern Synthetic Methods , vol.2 , pp. 91
    • Seebach, D.1    Hungerbühler, E.2
  • 6
    • 0041601087 scopus 로고    scopus 로고
    • (a) Zeller, M.; Jeanguenat, A.; Lamberth, C.; Kunz, W. WO 00/41998, 2000; Chem. Abstr. 2000, 133, 104883.
    • (2000) Chem. Abstr. , vol.133 , pp. 104883
  • 19
    • 0037238724 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (2003) Curr. Med. Chem. , vol.10 , pp. 51
    • Hulme, C.1    Gore, V.2
  • 20
    • 0035743359 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (2001) Pure Appl. Chem. , vol.73 , pp. 187
    • Ugi, I.1
  • 21
    • 0001134412 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3168
    • Dömling, A.1    Ugi, I.2
  • 22
    • 0038590245 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (2000) Curr. Opin. Chem. Biol. , vol.4 , pp. 318
    • Dömling, A.1
  • 23
    • 0033929179 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (2000) J. Heterocycl. Chem. , vol.37 , pp. 647
    • Ugi, I.1    Dömling, A.2    Werner, B.3
  • 24
    • 0034665244 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (2000) Chem.-Eur. J. , vol.6 , pp. 3321
    • Bienayme, H.1    Hulme, C.2    Oddon, G.3    Schmitt, P.4
  • 25
    • 0033019939 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (1999) Synlett , pp. 366
    • Weber, L.1    Illgen, K.2    Almstetter, M.3
  • 26
    • 33749872930 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (1997) J. Prakt. Chem. , vol.339 , pp. 499
    • Ugi, I.1
  • 27
    • 0000512227 scopus 로고    scopus 로고
    • For recent reviews on multi-component reactions see: (a) Hulme, C.; Gore, V. Curr. Med. Chem. 2003, 10, 51. (b) Ugi, I. Pure Appl. Chem. 2001, 73, 187. (c) Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168. (d) Dömling, A. Curr. Opin. Chem. Biol. 2000, 4, 318. (e) Ugi, I.; Dömling, A.; Werner, B. J. Heterocycl. Chem. 2000, 37, 647. (f) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321. (g) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366. (h) Ugi, I. J. Prakt. Chem. 1997, 339, 499. (i) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 123
    • Armstrong, R.W.1    Combs, A.P.2    Tempest, P.A.3    Brown, S.D.4    Keating, T.A.5
  • 46
    • 0042102020 scopus 로고    scopus 로고
    • note
    • 16 92-93.5 °C).
  • 49
    • 85005647840 scopus 로고
    • Cyclohexyl isocyanide and benzyl isocyanide were obtained from Aldrich. For the preparation of o-tolyl isocyanide from commercially available 2-methylformanilide, see: Obrecht, R.; Herrmann, R.; Ugi, I. Synthesis 1985, 400.
    • (1985) Synthesis , pp. 400
    • Obrecht, R.1    Herrmann, R.2    Ugi, I.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.