From Synthetic Methods to γ-Peptides – From Chemistry to Biology


  • Dieter Seebach Department of Chemistry, Swiss Federal Institute of Technology, ETH Hönggerberg, CH-8093 Zürich
  • Albert K. Beck
  • Meinrad Brenner
  • Christoph Gaul
  • Alexander Heckel



Chiral formyl-anion equivalent, Beta-peptides, Gamma-peptides, Polyhydroxyalkanoates, Taddol


The research activities of our group are demonstrated by examples in the following fields: (i) TADDOL auxiliary system (combinatorial synthesis, a chiral hydroperoxide, immobilization on controlled-pore glass silica gel); (ii) a geminally diphenyl-substituted 4-isopropyl-1,3-oxazolidinone as a superior Evans-type auxiliary (for enantioselective enolate alkylation, aldol addition, Michael addition, and Diels-Alder reactions); (iii) enantioselective reactivity umpolung (with a lithiated methylthiomethyl derivative of an oxazolidinone), and (iv) chemical and biological investigations of γ-peptides (folding to helices and turns, stability against peptidases). The impact of biology on the projects of a synthetic organic group is discussed.




How to Cite

D. Seebach, A. K. Beck, M. Brenner, C. Gaul, A. Heckel, Chimia 2001, 55, 831, DOI: 10.2533/chimia.2001.831.