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Catalyst‐Controlled Ring‐Opening Cycloisomerization Reactions of Cyclopropenyl Carboxylates for Highly Regioselective Synthesis of Different 2‐Alkoxyfurans
Authors:Jie Chen  Prof. Dr. Shengming Ma
Affiliation:1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032 (P.R. China);2. Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86)?21‐62609305
Abstract:Differently substituted 2‐alkoxyfurans (2,3,4‐ or 2,3,5‐trisubstituted furans) were highly regioselectively synthesized by means of the ring‐opening cycloisomerization of the same cyclopropenyl carboxylates with good yields in different solvents and excellent regioselectivity by using [Cu(acac)2] (acac=acetylacetonate) or [RuCl2(PPh3)3] as the catalyst, respectively. The structures of these two different types of furans were established by X‐ray diffraction studies. A rationale has been proposed.
Keywords:copper  cyclopropene  furans  regioselectivity  ruthenium
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