Syntheses of bifunctional compounds from cycloalkenes via ozonide intermediates

Article abstract of DOI:10.1016/S0040-4020(97)00207-X

The ozonolytic cleavage of cycloalkene in the presence of methyl pyruvate affords a tri-substituted ozonide. The resulted tri-substituted ozonide moiety contained three reactive centers (i.e, peroxide, ozonide ring proton and methoxycarbonyl group) which could be transformed to different functional groups under different conditions in good yields. It is a very efficient and versatile methodology to prepare the terminal differentiated compounds from symmetric cycloalkenes in two steps in high yields.