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Lewis Acid Mediated Reactions of 1-Cyclopropyl-2-arylethanones with Allenic Esters:  A Facile Synthetic Protocol for the Preparation of Dihydrofuro[2,3-h]chromen-2-one Derivatives

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posted on 2007-09-27, 00:00 authored by Min Shi, Xiang-Ying Tang, Yong-Hua Yang
TMSOTf-mediated reactions of 1-cyclopropyl-2-arylethanones with allenic esters afford a novel method for the synthesis of dihydrofuro[2,3-h]chromen-2-one derivatives in moderate to good yields. This process is a sequential reaction involving a nucleophilic ring-opening reaction of the cyclopropane by H2O, two intermolecular aldol-type reactions and one intramolecular aldol-type reaction, a cyclic transesterification, dehydration, and aromatization mediated by Lewis acid.

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