Deconvoluting the Memory Effect in Pd??Catalyzed Allylic Alkylation: Effect of Leaving Group and Added Chloride

P Fristrup, T Jensen, J Hoppe…

文献索引：Fristrup, Peter; Jensen, Thomas; Hoppe, Jakob; Norrby, Per-Ola Chemistry - A European Journal, 2006 , vol. 12, # 20 p. 5352 - 5360

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被引用次数: 53

摘要

Abstract An analysis of product distributions in the Tsuji–Trost reaction indicates that several instances of reported “memory effects” can be attributed to slow interconversion of the initially formed syn-and anti-[Pd (η 3-allyl)] complexes. Addition of chloride triggers a true memory effect, in which the allylic terminus originally bearing the leaving group has a higher reactivity. The latter effect, termed regioretention, can be rationalized by ionization from a ...