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. 2015 Oct 12;54(42):12492-6.
doi: 10.1002/anie.201412302. Epub 2015 Mar 16.

Enantioselective intramolecular hydroacylation of unactivated alkenes: an NHC-catalyzed robust and versatile formation of cyclic chiral ketones

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Enantioselective intramolecular hydroacylation of unactivated alkenes: an NHC-catalyzed robust and versatile formation of cyclic chiral ketones

Daniel Janssen-Müller et al. Angew Chem Int Ed Engl. .

Abstract

A highly enantioselective intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation reaction gives access to a range of cyclic ketones from unactivated olefin-substituted aldehydes (up to 99 % ee). Remarkably, aliphatic aldehydes were also transformed efficiently in an NHC-catalyzed hydroacylation reaction for the first time.

Keywords: N-heterocyclic carbenes; enantioselective catalysis; hydroacylation; organocatalysis.

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