Preparation and reactions of a vinyl carbanion derived from an oxygenated vinyl sulphone

✍ Scribed by N.S Simpkins

• Book ID: 104227467
• Publisher: Elsevier Science
• Year: 1987
• Tongue: French
• Weight: 162 KB
• Volume: 28
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)95894-5

✦ Synopsis

Addition of Bu"Li to l,l-dimethoxy-2-phenylsulphonylethane results in stereospecific elimination followed by in situ regiospecific metallation of the resulting vinyl -sulphone.

We recently reported some chemistry involving B-oxygenated vinyl sulphones in which an addition elimination sequence gave vinyl sulphone products with good stereoselectivity, Scheme 1.'