Organocatalytic asymmetric α-benzoyloxylation of α-branched aldehydes and enals: a useful approach to oxygenated quaternary stereocenters |
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Authors: | Nicolas Demoulin Olga Lifchits Benjamin List |
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Institution: | Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany |
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Abstract: | Direct asymmetric α-benzoyloxylation of α-branched aldehydes and α-branched enals via enamine and dienamine catalysis was used to construct quaternary oxygenated stereocenters with good yields and moderate to good enantioselectivity. This method uses an inexpensive and readily available cinchona alkaloid-derived primary amine as the catalyst, benzoyl peroxide as the oxygen source, and stoichiometric amounts of the aldehyde substrates, providing simple metal-free access to valuable protected 2-hydroxyaldehyde derivatives. |
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