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Communication | Special issue | Vol 33, No. 1, 1992, pp.43-46
Published online, 1st January, 1970
DOI: 10.3987/COM-91-S9
A Synthesis of 5-Silacyclotriveratrylenes

Hiroshi Hara, Hiroya Satoh, and Osamu Hoshino*

*Faculty of Pharmaceutical Sciences, Science University of Tokyo, 12, Ichigaya Funagawara-machi, Shinjuku-ku, Tokyo 162-0826, Japan


The dilithio compound (4), derived from 4,5-bis(6-bromoveratryl)veratrol(3), reacted with dichlorodimethylsilane to give 5,5-dimethyl-5-silacyclotriveratrylene (2a). Similarly, several 5-silacyclotriveratrylenes (2b, 2c, and 2d) and a methylenedioxy analogue (6) were prepared. On the basis of 1H-nmr spectra flexible conformation of the sila-heterocyclic system was elucidated.