J. Kadota et al., A new platinum complex catalyzed reaction involving nucleophilic substitution at the central carbon atom of the pi-allyl ligand, J ORG CHEM, 64(20), 1999, pp. 7523-7527
The reaction of 2-chloro-allyl acetate with sodium ethyl acetoacetate in th
e presence of a platinum(O) complex gave furan derivatives. The key feature
of this-new platinum-catalyzed reaction is the nucleophilic substitution a
t the central carbon atom of pi-allyl complexes. The regioselectivity of th
e nucleophilic attacks (central or terminal) is dependent on the pK(a) of t
he nucleophile. In addition, a labeling experiment revealed that a rapid sy
n-anti isomerization of the (pi-allyl) platinum complexes occurs.