Addition of carbon nucleophiles to hemiaminals promoted by a Lewis acidic polyoxotungstate??

Organic Chemistry Frontiers Pub Date: 2014-09-10 DOI: 10.1039/C4QO00193A

Abstract

A Lewis acidic hafnium(IV) ion incorporated in a polyoxotungstate (POM/Hf) was successfully employed as recoverable catalyst in the nucleophilic addition of carbon nucleophiles, such as silyl enol ethers, silyl ketene acetals, β-diketones and β-diketoesters, to unprotected hydroxy aminal at room temperature. The corresponding α-substituted heterocycles were obtained in good yields and the recovered POM catalyst could be reused up to three times without significant loss of activity.

Graphical abstract: Addition of carbon nucleophiles to hemiaminals promoted by a Lewis acidic polyoxotungstate
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