On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts

✍ Scribed by D.Christopher Braddock; Andrew J Wildsmith

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 66 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00405-1

✦ Synopsis

Attempted tandem allylic acetate isomerisation and ring-closing metathesis using combinations of palladium(0)/Grubbs' catalyst/PPh 3 led to either allylic isomerisation or ring-closing metathesis but not both in tandem. The effect was traced to deactivation of Grubbs' catalyst by added PPh 3 and poisoning of the Pd(0) by the necessarily released PCy 3 (Cy=cyclohexyl) from Grubbs' catalyst. Successful tandem isomerisation/ring-closing metathesis was achieved by the use of palladium(0)/PPh 3 systems in conjunction with a PCy 3 free olefin metathesis catalyst.