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Free keywords:
α-branched ketones; α-hydroxylation; aminoxylation; α-functionalization of ketones; enolization; Brønsted acid mediated
Abstract:
We report a Brønsted acid mediated direct α-hydroxylation of cyclic α-branched ketones via a tandem aminoxylation/N–O bond-cleavage process. Nitrosobenzene is used as the oxidant and subsequently promotes the liberation of the free alcohol. The desired products could be isolated in moderate to good yields at a maximum tested scale of 10 mmol. Derivatizations of the obtained products are presented.