Tetrahedron p. 3453 - 3463 (1987)
Update date:2022-08-04
Topics:
Ahmar, Mohammed
Cazes, Bernard
Gore, Jacques
The carbopalladation of the enolates of functi`onalized allenes 3 with a vinylic or arylic palladium complex leads with good yield to cyclic compounds 5 and (or) 6 resulting from the attack of the anion on each of the terminal carbon atoms of the intermediate π-allylic complex 4. The regioselectivity is mainly dependent on the nature of the entering vinylic group, the formation of a cyclopropane being observed only when vinyl bromide is used. Its seems to reflect an equilibrium between the syn and anti structures of the p-allyl palladium 4 resulting from the carbopalladatlon step.
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