Unsymmetrical monoprotected α-diketones via the palladium-catalyzed vinylation of acid chlorides with organotin compounds

✍ Scribed by John A. Soderquist; Wiilliam Wei-Hwa Leong

• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 114 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)81925-5

✦ Synopsis

Under benzyl(chloro)bis triphenylphosphinepalladium(I1) catalysis, a-oxygenated vinyltin compounds undergo clean ESS coupling with acid chlorides to give a-oxygenated enones which are converted to unsymmetrical a-diketones, butadienyl ethers or substituted methyl vinyl ketones. We wish to report the efficient cross coupling of acid chlorides with (a-methoxyvinyl)trimethyltin' in refluxing benzene solution using 1 mol % benzyl(chloro) bis-triphenylphosphinepalla-dium(I1) catalysis, 0 OMe -_( RCOCl )