Formyl Polystyrene

Product information

This "polymeric benzaldehyde" reversibly binds e.g. amines or diols. The resin has been used to prepare 2,5-disubstituted tetrahydrofurans via electrophilic rearrangement of isoxazolines produced by the [3+2] addition of nitrile oxides to resin bound alkenes and in the synthesis of new resins for chemical ligation and cyclization of unprotected peptides.


Literature

L 29 Formyl Polystyrene Resins

  1. Beebe, X.; Schore, N. E.; Kurth, M. J. Polymer-Supported Synthesis of 2,5-Disubstituted Tetrahydrofurans. J. Am. Chem. Soc. 1992, 114 (25), 10061-10062. doi: 10.1021/ja00051a048.
  2. Schuerch, C.; Frechet, J. M. Solid-Phase Synthesis of Oligosaccharides. I. Preparation of the Solid Support. Poly[p-(1-Propen-3-Ol-1-Yl)Styrene]. J. Am. Chem. Soc. 1971, 93 (2), 492-496. doi: 10.1021/ja00731a031.
  3. Kaldor, S. W.; Siegel, M. G.; Fritz, J. E.; Dressman, B. A.; Hahn, P. J. Use of Solid Supported Nucleophiles and Electrophiles for the Purification of Non-Peptide Small Molecule Libraries. Tetrahedron Lett. 1996, 37 (40), 7193-7196. doi: 10.1016/0040-4039(96)01636-x.
  4. Botti P. et al. New Resins for Chemical Ligation and Cyclization of Unprotected Peptides in Peptides: Chemistry, Structure & Biology, Proceedings of the Fourteenth American Peptide Symposium, 1995, Columbus, Ohio (Kaumaya P. T. P., Hodges R. S., Eds.), England: Mayflower Scientific Ltd., 1996, 855