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Reversal of the regioselectivity in a cycloaddition of o-quinones by varying the position of alkoxy substituents
Authors:Atsuhito Kuboki  Toru Yamamoto
Institution:Department of Biochemistry, Okayama University of Science, 1-1 Ridai-cho, Okayama 700-0005, Japan
Abstract:We have investigated the regioselective cycloaddition of o-quinones 1b-e with the protected sinapyl alcohol 2. It was found that the position of the alkoxy substituent on the o-quinone ring controlled the regioselectivity of the cycloaddition. In addition, our reported procedure for determining the location of the side chains on 1,4-benzodioxanes has been improved.
Keywords:o-Quinone  1  4-Benzodioxane  Cycloaddition  Regioselectivity
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