메뉴 건너뛰기




Volumn 63, Issue 4, 1998, Pages 1027-1032

A Novel Cleavage Technique to Generate Small Molecule Compounds and Libraries via a Two-Resin System

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0000140378     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971347w     Document Type: Article
Times cited : (57)

References (28)
  • 3
    • 7044263277 scopus 로고    scopus 로고
    • For recent reviews on solid-phase organic synthesis, see (a) Thompson, M. A.; Ellman, J. A. Chem. Rev. (Washington, D.C.) 1996, 96, 555-600. (b) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. (c) Fruchtel, J. S.; Jung, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 17-42. (d) Balkenhohl, F.; von dem Bussche-Hunnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2288-2337.
    • (1996) Chem. Rev. (Washington, D.C.) , vol.96 , pp. 555-600
    • Thompson, M.A.1    Ellman, J.A.2
  • 4
    • 0029065615 scopus 로고
    • For recent reviews on solid-phase organic synthesis, see (a) Thompson, M. A.; Ellman, J. A. Chem. Rev. (Washington, D.C.) 1996, 96, 555-600. (b) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. (c) Fruchtel, J. S.; Jung, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 17-42. (d) Balkenhohl, F.; von dem Bussche-Hunnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2288-2337.
    • (1995) Tetrahedron , vol.51 , pp. 8135-8173
    • Terrett, N.K.1    Gardner, M.2    Gordon, D.W.3    Kobylecki, R.J.4    Steele, J.5
  • 5
    • 33748237769 scopus 로고    scopus 로고
    • For recent reviews on solid-phase organic synthesis, see (a) Thompson, M. A.; Ellman, J. A. Chem. Rev. (Washington, D.C.) 1996, 96, 555-600. (b) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. (c) Fruchtel, J. S.; Jung, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 17-42. (d) Balkenhohl, F.; von dem Bussche-Hunnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2288-2337.
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 17-42
    • Fruchtel, J.S.1    Jung, G.2
  • 6
    • 0030477258 scopus 로고    scopus 로고
    • For recent reviews on solid-phase organic synthesis, see (a) Thompson, M. A.; Ellman, J. A. Chem. Rev. (Washington, D.C.) 1996, 96, 555-600. (b) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. (c) Fruchtel, J. S.; Jung, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 17-42. (d) Balkenhohl, F.; von dem Bussche-Hunnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2288-2337.
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2288-2337
    • Balkenhohl, F.1    Von dem Bussche-Hunnefeld, C.2    Lansky, A.3    Zechel, C.4
  • 7
    • 0029865824 scopus 로고    scopus 로고
    • Most recently (a) Han, Y.; Walker, S. D.; Young, R. N. Tetrahedron Lett. 1996, 37, 2703-2706. (b) Beaver, K. A.; Seigmund, A. C.; Spear, K. L. Tetrahedron Lett. 1996, 37, 1145-1148. (c) Boehm, T. L.; Hollis Showalter, H. D. J. Org. Chem. 1996, 61, 6498-6499. (d) Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973-976. (e) Routledge, A.; Abell, C.; Balasuramanian. Tetrahedron Lett. 1997, 38, 1227-1230. (f) See refs 2a and 2b for a list of other linkers and strategies.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 2703-2706
    • Han, Y.1    Walker, S.D.2    Young, R.N.3
  • 8
    • 0030021771 scopus 로고    scopus 로고
    • Most recently (a) Han, Y.; Walker, S. D.; Young, R. N. Tetrahedron Lett. 1996, 37, 2703-2706. (b) Beaver, K. A.; Seigmund, A. C.; Spear, K. L. Tetrahedron Lett. 1996, 37, 1145-1148. (c) Boehm, T. L.; Hollis Showalter, H. D. J. Org. Chem. 1996, 61, 6498-6499. (d) Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973-976. (e) Routledge, A.; Abell, C.; Balasuramanian. Tetrahedron Lett. 1997, 38, 1227-1230. (f) See refs 2a and 2b for a list of other linkers and strategies.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1145-1148
    • Beaver, K.A.1    Seigmund, A.C.2    Spear, K.L.3
  • 9
    • 0000576958 scopus 로고    scopus 로고
    • Most recently (a) Han, Y.; Walker, S. D.; Young, R. N. Tetrahedron Lett. 1996, 37, 2703-2706. (b) Beaver, K. A.; Seigmund, A. C.; Spear, K. L. Tetrahedron Lett. 1996, 37, 1145-1148. (c) Boehm, T. L.; Hollis Showalter, H. D. J. Org. Chem. 1996, 61, 6498-6499. (d) Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973-976. (e) Routledge, A.; Abell, C.; Balasuramanian. Tetrahedron Lett. 1997, 38, 1227-1230. (f) See refs 2a and 2b for a list of other linkers and strategies.
    • (1996) J. Org. Chem. , vol.61 , pp. 6498-6499
    • Boehm, T.L.1    Hollis Showalter, H.D.2
  • 10
    • 0031562072 scopus 로고    scopus 로고
    • Most recently (a) Han, Y.; Walker, S. D.; Young, R. N. Tetrahedron Lett. 1996, 37, 2703-2706. (b) Beaver, K. A.; Seigmund, A. C.; Spear, K. L. Tetrahedron Lett. 1996, 37, 1145-1148. (c) Boehm, T. L.; Hollis Showalter, H. D. J. Org. Chem. 1996, 61, 6498-6499. (d) Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973-976. (e) Routledge, A.; Abell, C.; Balasuramanian. Tetrahedron Lett. 1997, 38, 1227-1230. (f) See refs 2a and 2b for a list of other linkers and strategies.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 973-976
    • Ngu, K.1    Patel, D.V.2
  • 11
    • 0031575621 scopus 로고    scopus 로고
    • Most recently (a) Han, Y.; Walker, S. D.; Young, R. N. Tetrahedron Lett. 1996, 37, 2703-2706. (b) Beaver, K. A.; Seigmund, A. C.; Spear, K. L. Tetrahedron Lett. 1996, 37, 1145-1148. (c) Boehm, T. L.; Hollis Showalter, H. D. J. Org. Chem. 1996, 61, 6498-6499. (d) Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973-976. (e) Routledge, A.; Abell, C.; Balasuramanian. Tetrahedron Lett. 1997, 38, 1227-1230. (f) See refs 2a and 2b for a list of other linkers and strategies.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 1227-1230
    • Routledge, A.1    Abell, C.2    Balasuramanian3
  • 12
    • 0029865824 scopus 로고    scopus 로고
    • See refs 2a and 2b for a list of other linkers and strategies
    • Most recently (a) Han, Y.; Walker, S. D.; Young, R. N. Tetrahedron Lett. 1996, 37, 2703-2706. (b) Beaver, K. A.; Seigmund, A. C.; Spear, K. L. Tetrahedron Lett. 1996, 37, 1145-1148. (c) Boehm, T. L.; Hollis Showalter, H. D. J. Org. Chem. 1996, 61, 6498-6499. (d) Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973-976. (e) Routledge, A.; Abell, C.; Balasuramanian. Tetrahedron Lett. 1997, 38, 1227-1230. (f) See refs 2a and 2b for a list of other linkers and strategies.
  • 17
    • 0011147790 scopus 로고
    • (b) Cody, D. R.; DeWitt, S. H. H.; Hodges, J. C.; Kiely, J. S.; Moos, W. H.; Pavia, M. R.; Roth, B. D.; Schroeder, M. C.; Stankovic, C. J. PCT Int. App. WO 9408711; Chem Abstr. 1995, 122, 106536.
    • (1995) Chem Abstr. , vol.122 , pp. 106536
  • 18
    • 85034487000 scopus 로고    scopus 로고
    • 1H NMR spectra of the compounds were found to contain a large excess of triethylamine. An example in the Supporting Information is provided
    • 1H NMR spectra of the compounds were found to contain a large excess of triethylamine. An example in the Supporting Information is provided.
  • 19
    • 85034484376 scopus 로고    scopus 로고
    • The resin with a quaternary ammonium compound in DMF was simply heated at 60-80°C
    • The resin with a quaternary ammonium compound in DMF was simply heated at 60-80°C.
  • 20
    • 85034481776 scopus 로고    scopus 로고
    • 1H NMR spectra of the compounds were found to contain a unidentified polymeric contamination
    • 1H NMR spectra of the compounds were found to contain a unidentified polymeric contamination.
  • 27
    • 85034459841 scopus 로고    scopus 로고
    • note
    • 3 to effectively deprotonate the diisopropylethylamine salt in situ. See ref 4b.
  • 28
    • 0028912675 scopus 로고
    • and references therein
    • Parlow, J. J. Tetrahedron Lett. 1995, 36, 1395-1396 and references therein.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 1395-1396
    • Parlow, J.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.