Abstract
A direct enantioselective reaction of cyclopent-2-enone-derived Morita–Baylis–Hillman alcohols with 4-hydroxycoumarins has been developed under the catalysis of a chiral primary amine derived from cinchonine in combination with a Bronsted acid. The reaction provides pyranocoumarin products with three vicinal chiral carbon centers in highly regio-, diastereo- and enantioselectivities through a tandem allylic alkylation/intramolecular oxa-Michael addition.
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