4.8 Article

Enantioselective assembly of substituted dihydropyrones via organocatalytic reaction in water media

Journal

ORGANIC LETTERS
Volume 10, Issue 12, Pages 2561-2564

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol800835m

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The diarylprolinol ether/HOAc-catalyzed cascade Michael addition and cyclization of aldehydes and alpha-keto-alpha,beta-unsaturated esters proceeds smoothly in water to afford cyclic hemiacetals, which are oxidized to furnish highly functionalized 3,4,5,6-tetrasubstituted dihydropyrones with excellent enantioselectivities.

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