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Paper | Special issue | Vol 52, No. 2, 2000, pp.643-659
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S63
An Expeditious Synthesis of Vibsanol, a Benzofuran-Type Lignan from Viburnum awabuki

Atsushi Sakai, Toyohiko Aoyama,* and Takayuki Shioiri*

*Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan

Abstract

Vibsanol (1), a benzofuran-type lignan isolated from the wood of Viburnum aw abuki (Caprifoliaceae), was synthesized from the readily available vanillin; the key step is a tandem cycization of o-tert-butyldimethylsioxydiarylalkyne (2) with tetrabutylammonium fluoride and excess paraformaldehyde.