β-Dimethylphenylsilylethyl esters: a linker for solid-phase chemistry

Preparation of a β-dimethylphenylsilylethyl (BMPSE) ester linker from 2% divinylbenzene–styrene copolymer by lithiation, chlorodimethylvinylsilane silylation, hydroboration/oxidation (giving 9), and O-acylation is reported. The resulting polymer-bound BMPSE esters were employed in a reaction sequence consisting of RCHO→RCHNOH→isoxazoline/isoxazole (giving 12).