Persistent radical meets enolates: Catecholboron ketone enolates are oxidized efficiently under mild conditions by treatment with the persistent TEMPO radical. Catecholboron enolates are readily prepared by 1,4-reduction of α,β-unsaturated ketones or by transmetalation of silyl enol ethers and zinc enolates with chlorocatecholboranes. Enolate formation and oxidation can be performed as a one-pot process with high regio- and stereoselectivity.
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Pouliot et al. (2009) studied this question.
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