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Synthesis of Chiral α‐Fluoroketones through Catalytic Enantioselective Decarboxylation

Angewandte Chemie International EditionPublished 17 October 2005Open access
Masaharu Nakamura, Alakananda Hajra, Kohei Endo, Eiichi Nakamura
Citations203
SJR quartileQ1
SJR score5.55
SNIP2.47
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Abstract

A conceptually new approach affords optically active α-fluoroketones 3 in high yields with up to 99 % ee from racemic α-fluoro-β-ketoesters 1 in the presence of a chiral phosphinooxazoline ligand 2. The palladium-catalyzed decarboxylation/allylation reaction also allows the highly enantioselective construction of an all-carbon quaternary center. dba=dibenzylideneacetone.

Keywords

ChemistryPharmacology, Toxicology and Pharmaceutics