Synthesis of Chiral α‐Fluoroketones through Catalytic Enantioselective Decarboxylation

Masaharu Nakamura, Alakananda Hajra, Kohei Endo, Eiichi Nakamura

Angewandte Chemie International Edition · 2005 · 203 citations · 38 references

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Concepts

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.

References

38