Abstract
Abstract Disubstituted cyclic ethers are stereoselectively prepared on the successive treatment of δ or ε-lactones with t-butyldimethylsiloxy-1-ethoxyethene and silyl nucleophiles in the presence of a catalytic amount of trityl hexachloroantimonate or a catalyst system of antimony pentachloride, chlorotrimethylsilane and tin(II) iodide. The present procedure is effectively applied to short syntheses of (−)-cis-rose oxide and (cis-6-methyltetrahydropyran-2-yl)acetic acid, a constituent of civet.
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