P(MeNCH2CH2CH2)3N: An efficient promoter for the generation of nonstable and somewhat stable sulfur ylides from sulfonium salts

✍ Scribed by Xiang-Shu Fei; John G. Verkade

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 114 KB
• Volume: 10
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1999)10:7<538::aid-hc3>3.0.co;2-a

✦ Synopsis

The commercially available nonionic strong base P(MeNCH 2 CH 2 ) 3 N promotes the formation of stable and nonstable sulfur ylides from sulfonium salts at room temperature without competing [2,3] sigmatropic rearrangement. The ylides generated in situ reacted with aldehydes to give the corresponding oxiranes in high yield.