Chemistry of organosilicon compounds. 148. 3-Chloro-2-(trimethylsiloxy)-1-propene as an electrophilic acetonyl equivalent. Novel regioselective synthesis of 1, 4- …

A Hosomi, A Shirahata, Y Araki…

Index: Hosomi, Akira; Shirahata, Akihiko; Araki, Yoshitaka; Sakurai, Hideki Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4631 - 4633

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Citation Number: 23

Abstract

Summary: a-Metalated imines, hydrazones, and activated methylene compounds are acetonylated with 3-chloro-2-(trimethylsi1oxy)-1-propene in high yield. Highly regioselective acetonylation at either the tertiary or secondary a-carbon of 2-methylcyclohexanone can be carried out by selecting the reaction condition.