Synlett

A tandem ring-closing metathesis cleavable linker system for solid-phase oligosaccharide synthesis

…, HS Overkleeft, JH van Boom, GA van der Marel

Index: Timmer, Mattie S. M.; Codee, Jeroen D. C.; Overkleeft, Herman S.; Van Boom, Jacques H.; Van Der Marel, Gijsbert A. Synlett, 2004 , # 12 p. 2155 - 2158

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Citation Number: 12

Abstract

Abstract A novel triene linker system, that can be cleaved by a tandem ring-closing metathesis (RCM) reaction, is presented. The tandem RCM cleavage, that regenerates the active ruthenium catalyst without the need of additives like ethylene, proceeded very clean and fast to liberate cyclopent-2-enyl mannosides from the solid support. A cyclopent-2-enyl mannoside was isomerized to the corresponding vinyl ether glycoside, which could be ...