Tetrahedron Letters

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

C Alonso, MH Nantz, MJ Kurth

Index: Alonso, Concepcion; Nantz, Michael H.; Kurth, Mark J. Tetrahedron Letters, 2000 , vol. 41, # 30 p. 5617 - 5622

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Citation Number: 15

Abstract

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).