Oxidative Enantioselective α‐Fluorination of Aliphatic Aldehydes Enabled by N‐Heterocyclic Carbene Catalysis | Zendy

Li Fangyi | Zendy; Wu Zijun | Zendy; Wang Jian | Zendy

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Oxidative Enantioselective α‐Fluorination of Aliphatic Aldehydes Enabled by N‐Heterocyclic Carbene Catalysis

Author(s) -

Li Fangyi,

Wu Zijun,

Wang Jian

Publication year - 2015

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201409473

Subject(s) - enantioselective synthesis , carbene , chemistry , catalysis , oxidative phosphorylation , organocatalysis , organic chemistry , combinatorial chemistry , biochemistry

Described is the first study on oxidative enantioselective α‐fluorination of simple aliphatic aldehydes enabled by N‐heterocyclic carbene catalysis. N‐fluorobis(phenyl)sulfonimide serves as a an oxidant and as an “F” source. The CF bond formation occurs directly at the α position of simple aliphatic aldehydes, thus overcoming nontrivial challenges, such as competitive difluorination and nonfluorination, and proceeds with high to excellent enantioselectivities.

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