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Catalytic Generation of o-Quinone Dimethides by a Nondiazo Approach via Donor/Donor Platinum Carbenes
Jun-Jie Hao1, Tao Jiang1, FuJunyang Wu1
1Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. China.
Abstract:
A platinum-catalyzed reaction of enynones with various dienophiles has been developed for the construction of tetrahydronaphthalene derivatives, which undergo a Diels-Alder reaction process with platinum carbenes and o-quinone dimethide (o-QDM) intermediates. In this protocol, an alkoxy-substituted conjugated enynone is used as a nondiazo carbene precursor for the generation of o-QDMs, thereby extending the methods available for the generation of o-QDMs. The reaction is characterized by its high atom economy, high diastereoselectivity, and broad substrate scope.
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