EFFICIENT PREPARATION OF POLYMER-SUPPORTED ENANTIOPURE CHIRAL AMINOALCOHOLS VIA PHENOLIC SPACERS

Derivatives of protected phenols with chiral aminoalcohol or aminoethe r-containing substituents in the 4-position of the aromatic ring were prepared and shown to react readily, after deprotection, with chlorome thylated styrene-divinylbenzene polymers. The chirality in the substit uents originated either from the use of a chiral monomeric aminoalcoho l derivative or from the introduction of a chiral epoxide, which in tu rn was ring opened by a chiral amine. The chiral epoxides were obtaine d by either asymmetric synthesis or starting from a chiral glycidyl de rivative.