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Abstract
AbstractA regioselective hydroboration/hydrolysis of epoxides with pinacolborane catalyzed by NaOH/BEt3 was achieved. Glycidyl oxide, styrene oxide and adamantane epoxide underwent facile hydroboration/deprotection to provide secondary alcohols with exclusive selectivity in good to excellent yields. Moreover, the stereochemistry of epoxides could also be well retained, and the corresponding secondary alcohols were obtained with high optical activity under alkaline catalysis. Significantly, in this reaction, diverse functional groups can be compatible, including hydrogenation‐sensitive groups, such as carbon‐carbon double bonds and halogens.
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