Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2007, Issue 12, Pages 1869-1881Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200600846
Keywords
acylation; ketones; C-H activation; homogeneous catalysis; transition metals
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In this review, transition-metal-catalyzed intermolecular hydroacylation, which is a direct synthetic protocol generating ketones from aldehydes and unsaturated hydrocarbons, will be discussed. In order to avoid decarbonylation, one of the major side-reactions occurring in transition-metal-catalyzed hydroacylation, several important strategies have been developed: An aldehyde ligand bearing a coordinating heteroatom at an appropriate position, a chelation auxiliary, and a masked form of the aldehyde, such as an aldimine or allylamine. Hydroacylation or its variations can also be applied to the synthesis of cycloalkanones and an alpha,beta-unsaturated ketone or to the carbon-carbon triple bond cleavage of an alkyne. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
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