Journal of Organometallic Chemistry p. 201 - 212 (1992)
Update date:2022-07-29
Topics:
Beaudet, Isabelle
Duchene, Alain
Parrain, Jean-Luc
Quintard, Jean-Paul
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-stannylacetals have been made by this route, in which dialkoxymethylacetates often function as useful substitutes for dialkylphenylorthoformates.
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