American Chemical Society
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Lewis Acid Mediated Reactions of Cyclopropyl Aryl Ketones with α-Ketoesters:  Facile Preparation of 5,6-Dihydropyran-2-ones

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journal contribution
posted on 2005-11-25, 00:00 authored by Yong-Hua Yang, Min Shi
A new general method for the synthesis of 5,6-dihydropyran-2-ones from cyclopropyl aryl ketones (monoactivated cyclopropanes) and α-ketoesters in good to excellent yields has been developed. The process involves a cascade of reactions, including a nucleophilic ring-opening reaction of monoactivated cyclopropane by H2O, Lewis acid mediated transesterification, and an aldol type reaction.