Chemistry Letters p. 743 - 746 (1986)
Update date:2022-09-26
Topics:
Hiroi, Kunio
Sato, Hiroyasu
Kotsuji, Kumiko
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 provides a new entry to 2-cyclopentenone ring systems.
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