Thermal Contraction & Expansion | Overview & Examples

Provide a mechanism for the ring-expansion reaction shown inFig... | Filo

Organic Reaction Hub on Instagram: "Quasi-Favorskii rearrangement: Upon treatment with nucleophiles, α-halo ketones with no α’-hydrogen or bicyclic α-halo ketones with α’-hydrogen at bridgehead carbon undergo a skeletal rearrangement. Best exampleby P.E. Eaton et al. Synthesis of cubane. Stereospecific reaction (inversion at halogen attached carbon). Monocyclic and bicyclic substrates under ring-contraction to give cyclic and bicyclic homologue. Mechanism: Nucleophile attack on carbonyl then fac