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

DOI: 10.1021/jo00335a084

Source and publish data:

Journal of Organic Chemistry p. 4631 - 4633 (1981)

Update date:2022-08-02

Topics:

Authors:

Hosomi, Akira

Shirahata, Akihiko

Araki, Yoshitaka

Sakurai, Hideki

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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.

Full text of DOI:10.1021/jo00335a084

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