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Desymmetrization of 1,3-Diones by Catalytic Enantioselective Condensation with Hydrazine

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Catalytic Enantioselective Desymmetrization of Cyclobutane-1,3-diones by Carbonyl-Amine Condensation

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Summary: The chiral phosphoric acid-catalyzed enantioselective condensation of 2,2-disubstituted cyclobutane-1,3-diones with a primary amine provides a mild and efficient method for constructing quaternary carbon-containing cyclobutanes with good to high yields and enantioselectivities. This reaction is the first of its kind, representing a catalytic desymmetrizing carbonyl-amine condensation reaction as well as a catalytic desymmetrizing reaction of prochiral cyclobutane-1,3-dione.

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