Organomercury/Aluminum-Mediated Acylative Cleavage of Cyclic Ethers

摘要

Epoxides and tetrahydrofurns are cleaved with concomitant acylation to chlorooalkyl esters using a reagent system composed of an organomercurial,aluminum metal and an acid chloride. The cleavage is promoted under mild conditions by a range of readily-available cyclic #beta#-alkoxychloromercurials and acid chlorides. Using mainly tetrahydrofuran and cyclohexene oxide as substrates, the yield of isolated chloroesters ranged from 52 to 96%.