Reactions of Diaminosulfoxonium Ylides with Aldehydes. Preparation of Cyclopropyldiaminosulfoxonium Salts

Article abstract of DOI:10.1246/bcsj.67.1855

The reaction of diaminosulfoxonium ylides with aldehydes gave the corresponding cyclopropyldiaminosulfoxonium salts in good yields when 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) was used as a base.These ylides reacted with aldehydes to give the corresponding betaines, which resulted in the formation of vinylsulfoxonium salts.The additional ylides reacted with these salts to afford cyclopropylsulfoxonium salts.The reaction of these salts with potassium hydroxide is also described.