The stereochemistry of cyanide ion addition to 1-acetyl-4-t- butylcyclohexene involves preferred axial attack of the nucleophile. This ketone and related ones give π-allylpalladium derivatives in which the acetyl group is preferentially syn-substituted † on a terminal atom of the allylic system. The π-allylpalladium compounds react with cyanide ion to give mixtures of β-cyano-ketones similar to those given by the parent αβ-unsaturated ketones.
|Number of pages||4|
|Journal||Journal of the Chemical Society, Perkin Transactions 2|
|Publication status||Published - 1 Dec 1972|