1,7-Acetal Carbon Rearrangement via 1,5-Hydride Transfer in an Oxocanyl Carbenium Ion. Conversion of O-(5-Hexenyl-Se,O-heteroacetals or O,O-Acetals into 7-Oxohexanols or 7-Oxohexyl Chlorides

Article abstract of DOI:10.1246/cl.1993.1491

Oxacyclooctyl (oxocanyl) carbenium ions generated by treatment of O-(5-hexenyl)-Se,O-heteroacetals or O,O-acetals with SnCl4 underwent intramolecular 1,5-hydride transfer, and the α-oxy carbenium ions newly formed were hydrolyzed to give 7-oxohexanols or