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- W2800814879 abstract "Metal-catalyzed reactions of propargylic substrates have been widely studied. Of this reaction class, Cu-catalyzed methods have received much attention within the past decade, with Cu-allenylidenes being proposed as key reactive intermediates. This Synpacts article will outline our development of a nucleophilic fluorination protocol of propargylic electrophiles using copper catalysis. Following an analysis of the importance of anion and ligand effects, this study led us to the unexpected discovery of a formal [1,3]-rearrangement of O-propargylic alkoxypyridine derivatives that was later rendered enantioselective. By contrast to Cu-allenylidene proposals, our mechanistic findings have identified alternatives involving bimetallic intermediates. 1 Introduction 2 Propargylic Fluorination 3 Anion Effects 4 Propargylic Rearrangements 5 Mechanistic Studies 6 Conclusions" @default.
- W2800814879 created "2018-05-17" @default.
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- W2800814879 date "2018-04-26" @default.
- W2800814879 modified "2023-09-26" @default.
- W2800814879 title "From Propargylic Fluorinations to [1,3]-Rearrangements: Anion and Ligand Effects in Cu-Acetylide Chemistry" @default.
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- W2800814879 doi "https://doi.org/10.1055/s-0036-1591997" @default.
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