Control of Product in the Reaction of Tributyltin ω-Haloalkoxide (n-Bu3SnO(CH2)nX) with Diphenylketene

Article abstract of DOI:10.1246/bcsj.59.4000

The reaction of tributyltin ω-haloalkoxide with diphenylketene gave cyclic ketene acetals and/or lactones, and the ratio of these products were controled by the number of methylene groups and by the addition of Lewis base in the reaction system.Moreover, the direct cycloaddition of diphenylketene with cyclic ethers proceeded in high yields, catalyzed by organotin halide-Lewis base complexes.