%0 Journal Article %J Angewandte Chemie-International Edition %D 2011 %T N-Heterocyclic carbene catalyzed umpolung of michael acceptors for intermolecular reactions %A Biju, Akkattu T. %A Padmanaban, Mohan %A Wurz, Nathalie E. %A Glorius, Frank %K carbenes %K Michael acceptors %K nitrogen heterocycles %K organocatalysis %K umpolung %X

eahciM! The N-heterocyclic carbene catalyzed umpolung of Michael acceptors proceeds through the formation of a deoxy-Breslow intermediate (see scheme; EWG=electron-withdrawing group). This nucleophilic species can react with other Michael acceptors in an intermolecular fashion, thereby resulting in the formation of homo- or heterodimeric olefins. This “Michael umpolung” should become a valuable method for the formation of densely functionalized olefins.

%B Angewandte Chemie-International Edition %I WILEY-V C H VERLAG GMBH %C BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY %V 50 %P 8412-8415 %8 AUG %G eng %N 36 %2

Council of Scientific & Industrial Research (CSIR) - India

%3 Foreign %4 9.24 %R 10.1002/anie.201103555