Chemistry Letters

A novel method for cyclopentannelation using regioselective acylation of allylic sulfides via. ALPHA.-silyl intermediates.

K Hiroi, H Sato, K Kotsuji

文献索引：Hiroi, Kunio; Sato, Hiroyasu; Kotsuji, Kumiko Chemistry Letters, 1986 , p. 743 - 746

全文：HTML全文

被引用次数: 8

摘要

An aluminum chloride-catalyzed reaction of 1-(phenylthiotrimethylsilylmethyl) cyclohexene, readily obtainable from cyclohexanone, with acid chlorides in dichloromethane underwent a regioselective acylation at the γ-Position of the allylic system to give γ-acyl enol thioethers in good yields. Heating of these enol thioethers with an equimolar amount of p-toluenesulfonic acid produced 2-cyclopentenone derivatives. This novel method for cyclopentannelation ...