183504-76-9Relevant articles and documents
Studies on enzymatic synthesis of chiral non-racemic 3-arylglutaric acid monoesters
Fryszkowska, Anna,Komar, Marta,Koszelewski, Dominik,Ostaszewski, Ryszard
, p. 961 - 966 (2007/10/03)
The enantioselective enzymatic desymmetrization (EED) of various 3-arylglutaric anhydrides 1 with alcohols in organic media has been studied. The effect of the solvent on the stereochemical outcome of the reaction was investigated in detail. The amount of biocatalyst was optimized, and the possibility of its re-use was tested. The first example of the EED of 3-substituted glutaric anhydrides with esters as nucleophiles is reported.
One-pot enzymatic desymmetrization and Ugi MCR
Fryszkowska, Anna,Frelek, Jadwiga,Ostaszewski, Ryszard
, p. 6064 - 6072 (2007/10/03)
A new approach to the synthesis of chiral peptidomimetics is reported. It combines an enzymatic desymmetrization of 3-phenylglutaric anhydrides with a subsequent Ugi multi-component reaction in a one-pot, two-step procedure. NMR and CD spectroscopy was used to assign the configurations of obtained products. Our synthetic method is very efficient and it can easily be extended to other types of multi-component reactions and can be used for the preparation of chiral peptidomimetic libraries.