3-Chloro-2-(trimethylsiloxy)-1-propene as an Electrophilic Acetonyl Equivalent. A Novel Regioselective Synthesis of 1,4-Dicarbonyl Compounds

Article abstract of DOI:10.1021/jo00335a084

α-Metalated imines, hydrazones, and activated methylene compounds are acetonylated with 3-chloro-2-(trimethylsiloxy)-1-propene in high yield.Highly regioselective acetonylation at either the tertiary or secondary α-carbon of 2-methylcyclohexanone can be carried out by selecting the reaction conditions.