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Lewis Acid Catalyzed Asymmetric Three-Component Coupling Reaction: Facile Synthesis of α-Fluoromethylated Tertiary Alcohols.

Authors :
Aikawa K
Kondo D
Honda K
Mikami K
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2015 Dec 01; Vol. 21 (49), pp. 17565-9. Date of Electronic Publication: 2015 Oct 21.
Publication Year :
2015

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.<br /> (© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
21
Issue :
49
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
26486488
Full Text :
https://doi.org/10.1002/chem.201503631