NOVEL REACTIONS OF AMINOOXOSULFONIUM YLIDE WITH EPOXIDES
作者:Kentaro Okuma、Kenshin Nishimura、Hiroshi Ohta
DOI:10.1246/cl.1984.93
日期:1984.1.5
Reactions of (dimethylamino)phenyloxosulfonium methylide with epoxides were carried out. When aromatic epoxides were used as substrates, cyclopropyl sulfones and oxetanes were obtained. When aliphatic epoxides were used, the products were only the cyclopropyl sulfones. While the aminooxosulfonium ylide acts as a methylene transfer reagent to give the corresponding oxetanes, an intramolecular SN2 type
The reactions of (dimethylamino)phenylsulfoxonium methylide with aldehydes gave unusual cyclopropylaminosulfoxonium salts in good yields when 1,8-diazabicyclo [5.4.0]undec-7-ene (DBU) was used as a base. This ylide reacted with aldehydes to give the corresponding betaines, which resulted in the formation of vinylsulfoxonium salts. The additional ylide reacted with these salts to afford cyclopropylsulfoxonium salts.
Tanaka, Kazuhiko; Suzuki, Hitomi, Journal of the Chemical Society. Perkin transactions I, 1992, # 16, p. 2071 - 2074
作者:Tanaka, Kazuhiko、Suzuki, Hitomi
DOI:——
日期:——
OKUMA, KENTARO;NISHIMURA, KENSHIN;OHTA, HIROSHI, CHEM. LETT., 1984, N 1, 93-96