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      Organocatalytic Asymmetric Alkylation of Aldehydes by SN1-Type Reaction of Alcohols

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      Angewandte Chemie International Edition
      Wiley-Blackwell

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          Visualization of an Oxygen-deficient Bottom Water Circulation in Osaka Bay, Japan

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            Merging photoredox catalysis with organocatalysis: the direct asymmetric alkylation of aldehydes.

            Photoredox catalysis and organocatalysis represent two powerful fields of molecule activation that have found widespread application in the areas of inorganic and organic chemistry, respectively. We merged these two catalysis fields to solve problems in asymmetric chemical synthesis. Specifically, the enantioselective intermolecular alpha-alkylation of aldehydes has been accomplished using an interwoven activation pathway that combines both the photoredox catalyst Ru(bpy)3Cl2 (where bpy is 2,2'-bipyridine) and an imidazolidinone organocatalyst. This broadly applicable, yet previously elusive, alkylation reaction is now highly enantioselective and operationally trivial.
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              Asymmetric enamine catalysis.

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                Author and article information

                Journal
                Angewandte Chemie International Edition
                Angew. Chem. Int. Ed.
                Wiley-Blackwell
                14337851
                February 02 2009
                February 02 2009
                : 48
                : 7
                : 1313-1316
                Article
                10.1002/anie.200805423
                791c0b6a-c335-4813-a42b-aa8eddc190d8
                © 2009

                http://doi.wiley.com/10.1002/tdm_license_1.1

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