Abstract

The t-BuOK promoted stereoselective isomerization of allyl aryl ethers has been developed. The reactions proceeded well in methyl tert-butyl ether (MTBE), providing the corresponding products in good to excellent yields (83–96%). Most of the substrates were isomerized predominantly to the Z isomers with excellent stereoselectivities. Gram-scale synthesis was also achieved on a 10 mmol scale. Moreover, the cascade Cannizzaro and isomerization reactions, and the one-pot isomerization and styryl sulfide formation reactions, were also realized, affording a potential synthetic route to access interesting compounds.

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