137003-82-8Relevant academic research and scientific papers
Novel synthesis of methylenecyclobutanols and 4-methylenetetrahydrofurans from γ-oxide ylides
Okuma, Kentaro,Kamahori, Yoshihiro,Tsubakihara, Kimiko,Yoshihara, Kanami,Tanaka, Yuichiro,Shioji, Kosei
, p. 7355 - 7360 (2002)
The reaction of δ-halo-γ-oxide ylide, prepared from methylenetriphenylphosphorane and epichlorohydrin, with aldehydes afforded alkylidenecyclobutanols in moderate yields. The reaction initially proceeded through internal nucleophilic attack on δ-carbon of this ylide. Another novel approach toward the synthesis of 4-methylenetetrahydrofurans was achieved by the reaction of γ-oxide ylides with paraformaldehyde.
