Pyridyl <i>N</i>-Oxide Substituted Helically Chiral Poly(methacrylate)s in Asymmetric Organocatalysis

Abstract

Four pyridyl substituted helically chiral poly(methacrylate)s poly-1−poly-4 were oxidized with m-CPBA, yielding four pyridyl N-oxide substituted polymers poly-5−poly-8. Poly[(3-pyridyl N-oxide)dibenzosuberyl methacrylate] poly(3PyDBSMA-NO) poly-5 was found to be quantitatively oxidized and showed a stable helical conformation. It was an active organocatalyst in the asymmetric allylation of benzaldehyde with allyltrichlorosilane.