Immobilizations of nucleophiles on polystyrene supports

Synlett

Volumn , Issue 8, 1998, Pages 906-908

  Brill, Wolfgang K D ^a   Schmidt, Erika ^a   Tommasi, Ruben A ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002719248     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1806     Document Type: Article

References (20)

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2. For instance: a) Bauer, U.; Ho, W.-B.; Koskinen, A. M. P. Tetrahedron Lett. 1997, 38, 7233-7236.
3. b) Morphy, J. R.; Rankovic, Z.; Rees, D. C. Tetrahedron Lett. 1996, 37, 3209-3212;
4. c) Gayo, L. M.; Suto, M. J. Tetrahedron Lett. 1997, 38, 211-214;
5. d) Hone, N. D.; Davies, S. G.; Devereux, N. J.; Taylor, S. L.; Baxter, A. D. Tetrahedron Lett. 1998, 39, 897-900;
6. e) Jung, K. W.; Zhao, X.; Janda, K. D. Tetrahedron 1997, 53, 6645-6652;
7. f) Further review: Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. C. Tetrahedron 1997, 53, 5643-5678.
8. Rink, H. Tetrahedron Lett. 1987, 28, 3787-3790.
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12. An abstract of this work was published here: Brill, W. K.-D. First Int. Electronic Conference on Synth. Org. Chem. (ECSOC-1) www.mdpi.org/escoc/b0002/b002.htm, Sep. 1-30, 1997.
13. "Rink and Sieber"-amide resin® as well as "Rink"-acid resin® were obtained from Novabiochem, Switzerland.
14. In turn, "crowns" with FMOC "Rink"-amide linker, produced by Chiron Technologies, Australia allow complete displacement of the amino group on the linker into is trifluoroacetate: Tommasi, R. A.; Nantermet, P.; Shapiro, M. J.; Chin, J.;. Brill, W.K.-D.; Ang K. Tetrahedron Lett. in print.
15. Evidence for Linker damage: a) Products cleaved from "Rink"-resin often contain impurities of M= 244.3, 243.3.;
16. b) The spectrum for 2,4-dihydroxyphenyl-p-quinomethide was simulated using a π-elcetron version of the LCI-SCF-method, based on the Pariser-Parr-Pope method with parameters and evaluation of integrals according to Pancir, J.; Matousek, I.; Zahradnik, R. Coll. Czech. Chem. Commun. 1973, 38, 3039-3066.
17. max= 502nm).
18. Flyles, T. M.; Leznoff, C. C.; Weatherton, J. J. Can. Chem. 1978, 56, 1031-1041.
19. 2 then n-pentane).
20. Garigipati, R. S. Tetrahedron Lett. 1997, 38, 6807-6810.