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Paper | Special issue | Vol 50, No. 1, 1999, pp.125-130
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S(H)19
Formation of 5-Methylene-1,3-dioxepanes by the Reaction of 2,2,2-Triphenyl-1,2λ5-oxaphospholanes with Paraformaldehyde

Kentaro Okuma,* Yuichiro Tanaka, Ichiro Shuzui, and Kosei Shioji

*Department of Chemistry, Faculty of Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan

Abstract

Reaction of 2,2,2-triphenyl-1,2λ5-oxaphospholanes with paraformaldehyde yielded novel 7-membered cyclic methylene acetals (5-methylene-1,3-dioxepanes) in goood yields. Phosphonium betaines reacted with paraformaldehyde to give new betaines, which further reacted with paraformaldehyde to afford olefins via Wittig reaction. The mechanism of this reaction was discussed.