Organic letters

Palladium-catalyzed C-allylation of benzoins and an NHC-catalyzed three component coupling derived thereof: compatibility of NHC-and Pd-catalysts

R Lebeuf, K Hirano, F Glorius

Index: Lebeuf, Raphael; Hirano, Keiichi; Glorius, Frank Organic Letters, 2008 , vol. 10, # 19 p. 4243 - 4246

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Citation Number: 72

Abstract

A large range of benzoins was successfully applied as C-nucleophiles in the palladium- catalyzed allylic alkylation with several allyl acetates, resulting in functionalized tertiary homoallylic alcohols. A number of unsymmetrical benzoins can be coupled with high levels of regio-and chemoselectivity. Finally, the challenging compatibility of free N-heterocyclic carbenes with a palladium catalyst has been utilized in a number of metal-and ...