A novel hydride rearrangement of the acetal group of tetraacetal tetraoxa-cages mediated by Lewis acids

Abstract

Treatment of tetraoxa-cages 1a-f with Lewis acids such as TlC4, AlCl3, BF3 . OEt(2) and MeSO(3)H in dichloromethane at 25 degrees C gives the rearrangement products 2a-f in 90% yields regioselectively and stereoselectively; a novel hydride rearrangement of the acetal group of tetraacetal tetraoxa-cages mediated by Lewis acids.