Tritylation, methoxymethylation, and silylation of allylic hydroperoxides via stannyl peroxide intermediates. Allylic rearrangement of a stannyl peroxide

Abstract

Whereas primary and secondary allylic hydroperoxides are quantitatively converted by tributyltin methoxide into stannyl peroxides, whose treatment with trityl chloride, chloromethyl methyl ether, and t-butyldimethylsilyl trifluoromethane-sulphonate give the corresponding trityl, methoxymethyl, and silyl peroxides, a tertiary allylic hydroperoxide gives rearrangement products on stannylation and treatment with trityl chloride.