Synthesis of Novel Functionalized Polymers for the Diastereoselective Protonation of Chiral Enolates

Abstract

The polymeric, chelating proton donors 7 and 8 were synthesized by radical polymerization of the monomers 5/6 with different amounts of styrene. Protonation of chiral lithium enolates derived from silyl enol ethers 9 gave cis/trans ratios of up to 94:6 (10a) and 99:1 (10b), respectively. The polymers