Abstract
Tungsten-bipyridine complexes, generated in situ, catalyse the allylic alkylation of isocinnamyl methyl carbonate by dimethyl sodiomalonate [NaCH(CO2CH3)(2)] with complete syn-stereoselectivity. When para substituted aryl-allyl methyl carbonates are employed, the regioselectivity correlates with Swain-Lupton parameters. Cross-over experiments demonstrate that the reactions do not procede via the conventional [M(0)] --> [M(II) allyl](+) --> [M(0) allyl-Nu] catalytic cycle.
| Original language | English |
|---|---|
| Pages (from-to) | 8863-8874 |
| Number of pages | 12 |
| Journal | Tetrahedron |
| Volume | 51 |
| Issue number | 32 |
| Publication status | Published - 7 Aug 1995 |