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Communication | Special issue | Vol 10, No. 1, 1978, pp.61-66
Published online, 1st January, 1970
DOI: 10.3987/S-1978-01-0061
Synthesis (±)-Mesembrine

Osamu Hoshino, Shohei Sawaki, Naomi Shimamura, Akira Onodera, and Bunsuke Umezawa*

*Faculty of Pharmaceutical Sciences, Science University of Tokyo, 2641 Yamazaki, Noda, Chiba 278-8510, Japan

Abstract

The base-catalyzed reaction of 2-(3’,4’-methylenedioxyphenyl)cyclohexanone (1a) and 5,5-ethylenedioxy-2-(3’,4’-dimethoxyphenyl)cyclohexanone (2a) with allyl bromide in the presence of 18-crown-6 afforded the 2-allyl-2-arylcyclohexanones (1b and 2b) in good yields, which was applied to the synthesis of (±)-mesembrine (3).