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Lewis Acid Catalyzed Asymmetric Three‐Component Coupling Reaction: Facile Synthesis of α‐Fluoromethylated Tertiary Alcohols
Authors:Dr Kohsuke Aikawa  Daisuke Kondo  Kazuya Honda  Prof Dr Koichi Mikami
Institution:Department of Applied Chemistry, Tokyo Institute of Technology, O‐okayama, Meguro‐ku, Tokyo 152‐8552 (Japan), Fax: (+81)?3‐5734‐2776
Abstract:A chiral dicationic palladium complex is found to be an efficient Lewis acid catalyst for the synthesis of α‐fluoromethyl‐substituted tertiary alcohols using a three‐component coupling reaction. The reaction transforms three simple and readily available components (terminal alkyne, arene, and fluoromethylpyruvate) to valuable chiral organofluorine compounds. This strategy is completely atom‐economical and results in perfect regioselectivities and high enantioselectivities of the corresponding tertiary allylic alcohols in good to excellent yields.
Keywords:alkynylation  fluorinated alcohols  Lewis acids  palladium  three‐component reaction
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