173975-73-0Relevant academic research and scientific papers
INTERMOLECULAR ALDOL REACTIONS VIA ALLYLIC O-STANNYL KETYLS
Enholm, Eric J.,Whitley, Paul E.
, p. 9157 - 9160 (1995)
A mild and neutral free radical reaction of an α,β-unsaturated ketone and tributyltin radical produced a resonance-stabilized allylic O-stannyl ketyl intermediate.A tin(IV)enolate, produced by subsequent hydrogen atom transver, was next quenched with various aldehydes to yield an aldol product which was readily eliminated with p-toluenesulfonic acid to afford new α,β-unsaturated ketones with E/Z ratios up to > 100:1.
