Substitution of the acetoxy groups of dialkoxymethylacetates by organometallic reagents: a route to allyl-, propargyl-, homoallyl-, homopropargyl-and α-stannylacetals

I Beaudet, A Duchêne, JL Parrain…

Index: Beaudet, Isabelle; Duchene, Alain; Parrain, Jean-Luc; Quintard, Jean-Paul Journal of Organometallic Chemistry, 1992 , vol. 427, # 2 p. 201 - 212

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Citation Number: 11

Abstract

Abstract The substitution of the acetoxy groups of dialkoxymethylacetates by organometallic reagents has been examined in a search for new methods of preparing functional acetals. The efficiency of the substitution of the acetoxy group is highly dependent on the nature of the organometallic reagents: soft nucleophiles with strong electrophilic assistance by the counterion are the best reagents. Allyl-, propargyl-, homoallyl-, homopropargyl-and α- ...