Synthesis of acrylic polymer beads for solid-supported proline-derived organocatalysts.
A completely non-chromatographic and highly large-scale adaptable synthesis of acrylic polymer beads containing proline and prolineamides has been developed. Novel monomeric proline (meth)acrylates are prepared from hydroxyproline in only one step. Free-radical copolymerization then gives solid-supported proline organocatalysts directly in as little as two steps overall, without using any prefabricated solid supports, by using either droplet or dispersion polymerization. These affordable acrylic beads have highly favorable and adjustable swelling characteristics and are excellent reusable catalysts for organocatalytic reactions.
Kristensen
Tor E
TE
Department of Chemistry, University of Oslo, P.O. Box 1033 Blindern, NO-0315 Oslo, Norway.
Vestli
Kristian
K
Fredriksen
Kim A
KA
Hansen
Finn K
FK
Hansen
Tore
T
D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D011109:Polymethacrylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D011109:Polymethacrylic Acids; D011392:Proline; C056291:prolinamide