'Tailor-made' carbonyl ylides: [3 + 2] Cycloaddition of the parent and optionally substituted nonstabilized carbonyl ylides

Article abstract of DOI:10.1016/S0040-4039(96)02194-6

'Tailor-made' carbonyl ylides bearing only alkyl substituents or no substituents were efficiently generated from α-chloroalkyl α'-chloroalkyl ethers in the presence of samarium reagents. Using these novel and synthetically practical carbonyl ylides, optionally substituted and stereochemically defined tetrahydrofurans dihydrofurans and dioxolane were synthesized in a single step.