A New Platinum Complex Catalyzed Reaction Involving Nucleophilic Substitution at the Central Carbon Atom of the π-Allyl Ligand

J Kadota, S Komori, Y Fukumoto…

Index: Kadota, Joji; Komori, Shinji; Fukumoto, Yoshiya; Murai, Shinji Journal of Organic Chemistry, 1999 , vol. 64, # 20 p. 7523 - 7527

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Citation Number: 24

Abstract

The reaction of 2-chloro-allyl acetate with sodium ethyl acetoacetate in the presence of a platinum (0) complex gave furan derivatives. The key feature of this new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon atom of π-allyl complexes. The regioselectivity of the nucleophilic attacks (central or terminal) is dependent on the p K a of the nucleophile. In addition, a labeling experiment revealed that a rapid syn-anti ...