On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts
Dc. Braddock et Aj. Wildsmith, On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts, TETRAHEDR L, 42(18), 2001, pp. 3239-3242
Attempted tandem allylic acetate isomerisation and ring-closing metathesis
using combinations of palladium(0)/Grubbs' catalyst/PPh3 led to either ally
lic isomerisation or ring-closing metathesis but not both in tandem. The ef
fect was traced to deactivation of Grubbs' catalyst by added PPh3 and poiso
ning of the Pd(0) by the necessarily released PCy3 (Cy=cyclohexyl) from Gru
bbs' catalyst. Successful tandem isomerisation/ring-closing metathesis was
achieved by the use of palladium(0)/PPh3 systems in conjunction with a PCy3
free olefin metathesis catalyst. (C) 2001 Elsevier Science Ltd. All rights
reserved.