Highly Efficient Darzens Reactions Mediated by Phosphazene Bases under Mild Conditions.

ABSTRACT: The highly basic and poorly nucleophilic phosphazene base P₁ -t-Bu promotes the Darzens condensation of α-halo esters with aromatic aldehydes affording α,β-epoxy esters in nearly quantitative yields under mild conditions and in short reaction times. The more basic P₄ -t-Bu phosphazene was found useful with low reactivity aldehydes. These reactions can be performed in aprotic organic solvents of low polarity, thus minimizing the hydrolysis of α,β-epoxy esters which often accompanies the base-promoted Darzens condensations.

SUBMITTER: Lops C 

PROVIDER: S-EPMC9547082 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature