Synthesis of substituted cyclopropanone acetals by carbometallation and its oxidative cleavage with manganese(IV) oxide and lead(IV) oxide

A variety of substituted cyclopropanone acetals were prepared by the addition of an organozine reagent or a Grignard reagent to a substituted cyclopropenone acetal. MnO2- or PbO2-mediated oxidative ring opening reaction of the substituted cyclopropanone acetals affords beta -alkoxyesters and protected beta -aminoesters with high efficiency. (C) 2001 Elsevier Science B.V. All rights reserved.