Abstract
Abstract Unsymmetrical ketones are obtained in good yields via the reaction of dialkylchloroboranes with lithium aldimines followed by treatment with (i) thioglycolic acid and (ii) H2O2–NaOH. The reaction permits the introduction of both primary and secondary alkyl groups into R and R′ substituents of ketones (RR′C=O), and can even be extended to the accommodation of a functional group. The reaction of B-n-hexyl-9-borabicyclo[3.3.1]-nonane with lithium aldimine derived from n-butyllithium also gives unsymmetrical ketone, 5-undecanone, upon treatment with H2O2–NaOH.
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