Abstract

The bent bond/antiperiplanar hypothesis (BBAH) is a useful orbital model explaining the conformational analysis and chemical reactivity of butadiene, the regioselective isomerization of α,β-unsaturated esters to their β,γ-deconjugated isomer, and the stereocontrolled nucleophilic addition of amines to ethyl 2,4-pentadienolate and 1,3-butadienyl sulfone. • Butadiene. • Conformation. • Reactivity. • Thermal isomerization. • Bent bond/antiperiplanar hypothesis.

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