A new synthetic route to β-bromoprop-2-ynyl mixed acetals and bromovinyl bis-allyl mixed acetals, precursors of α-methylene-γ-butyrolactones
Abstract
Cohalogenation by N-bromosuccinimide in methanol of β-bromoallenyl ethers (3a–g) or allyl allenyl ethers (8d–f) affords unsaturated halogeno-compounds (5a–g) or (9d–f) which are converted via homolytic carbocyclization into α-methylene-γ-butyrolactones (7a–g).