Ethynyldiisopropylsilyl: a new alkynylsilane protecting group and "click" linker

Org Lett. 2010 Jun 18;12(12):2860-3. doi: 10.1021/ol100968t.

Abstract

A new silyl-based reagent has been developed for "catch and release" immobilization, combining click chemistry with silyl protection. The traditional "all carbon" attachment to solid supports in a silyl type linker was substituted with a stable triazole, easily assembled using the CuAAC reaction. The methodology introduces a novel ethynyldiiospropylchlorosilane reagent (EDIPS-Cl) as a functionalized protecting group linker.