Cobalt(III)-Catalyzed Diastereoselective Three-Component C–H Bond Addition to Butadiene and Activated Ketones

Published as part of the Special Topic Domino C–H Functionalization Reaction/Cascade Catalysis

Abstract

A highly diastereoselective three-component C–H bond addition across butadiene and activated ketones is described. This transformation provides homoallylic tertiary alcohols through the formation of two C–C σ-bonds and with complete selectivity for an E-alkene isomer. The reaction exhibits good scope with respect to activated ketone inputs, including highly strained cyclic and electron-deficient cyclic and acyclic ketones. Additionally, high diastereoselectivities were achieved for alcohols prepared from unsymmetrical ketones.

Key words

C–H activation - cobalt - ketones - diastereoselectivity - multi­component reaction - homogeneous catalysis

• References


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