Preparation of the first polymeric, chelating proton donors and their use in diastereoselective protonations of chiral enolates

Article abstract of DOI:10.1016/S0040-4039(98)02326-0

The use of a homopolymer 2a of methyl 5-vinylsalicylate, as well as of statistical copolymers 2b-f, in the diastereoselective protonation of the chiral keto-enolate 1 leads to selectivities of up to 93:7 in favor of product 3.