The highly enantioselective transformation of silylketenes into α-silylthioesters catalysed by cinchona alkaloids

✍ Scribed by Alexander J Blake; Christopher L Friend; Robert J Outram; Nigel S Simpkins; Andrew J Whitehead

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 82 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00304-5

✦ Synopsis

The reaction of silylketenes with thiophenol, mediated by cinchona alkaloid catalysts, proceeds to give a-silylthioester products in good chemical yield and with enantiomeric excess values in the range 79-93%. The absolute configuration of one of the thioester products was determined by X-ray diffraction.