A Method for the Regiospecific Synthesis of Unsymmetric Acyclic Enones via Enol Boranes

Abstract

Several procedures have been developed for the synthesis of α, β-unsaturated ketones via β-elimination of suitable derivatives (X=sulfoxy¹-, selenoxy^2,3-, bromo⁴-). In general, this approach requires position

specific enolate formation, and as a result, is intrinsically inapplicable to unsymmetric acyclic substrates, owing to little position selectivity if both αand α′-positions are available for deprotonation.