Tetrahedron Letters

Metal or ammonium alginates as Lewis base catalysts for the 1, 2-addition of silyl nucleophiles to carbonyl compounds

C Verrier, S Oudeyer, I Dez, V Levacher

Index: Verrier, Cecile; Oudeyer, Sylvain; Dez, Isabelle; Levacher, Vincent Tetrahedron Letters, 2012 , vol. 53, # 15 p. 1958 - 1960

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Citation Number: 8

Abstract

Several metal (Na+, Ca2+) or ammonium (n-Bu4N+) derivatives of alginic acid, an abundant bio-polymer obtained from the cell walls of brown algae, were synthesized. Their potential to act as organocatalysts to catalyze the 1, 2-addition of various silyl derivatives to carbonyl compounds was evaluated for the first time. Ammonium alginate 1h is able to promote the reaction in modest to good isolated yields (up to 98%) affording access to a large range of ...