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Lewis acid mediated reactions of cyclopropyl aryl ketones with arylaldehydes, facile preparation of 2-(2-hydroxyethyl)-1,3-diarylpropenones
Authors:Min Shi  Yong-Hua Yang  Bo Xu
Affiliation:State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China
Abstract:In the presence of Lewis acid TMSOTf, ring-opening reaction of aryl cyclopropyl ketone with arylaldehyde took place under mild conditions to give 2-(2-hydroxyethyl)-1,3-diarylpropenone in good yield. By protection of hydroxy group with triethylsilyl group (TES), the corresponding ring-opened product 7 was obtained in high yield with good geometrical selectivity.
Keywords:Cyclopropyl aryl ketones   Monoactivated cyclopropane   Lewis acid   TMSOTf   TESOTf   Ring-opening reaction   2-(2-Hydroxyethyl)-1,3-diarylpropenone
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