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Palladium-catalyzed coupling reaction of propargylic oxiranes with arylboronic acids in aqueous media
Authors:Masahiro Yoshida  Hirofumi Ueda
Affiliation:a Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima 770-8505, Japan
b Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan
Abstract:A novel type of coupling reaction has been developed by the palladium-catalyzed reaction of propargylic oxiranes with arylboronic acids, in which anti-substituted 4-aryl-2,3-allenols were produced in a highly diastereoselective manner. A chiral-substituted allene has been synthesized from the reaction of a chiral propargylic oxirane without loss of the chirality.
Keywords:Palladium   Addition   Oxiranes   Boronic acids   Propargylic compounds
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