Enantioselective Reformatsky Reaction between Cinnamaldehyde and Diflurinated Organozinc Reagent: Synthesis of Chiral γ,γ-difluoro-β-hydroxy Esters as Precursors of Statin Analogues

Chao Fang; Yan Yin; Heng Zhang; Fan Hong Wu

doi:10.4028/www.scientific.net/AMR.881-883.154

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Enantioselective Reformatsky Reaction between Cinnamaldehyde and Diflurinated Organozinc Reagent: Synthesis of Chiral γ,γ-difluoro-β-hydroxy Esters as Precursors of Statin Analogues

Abstract:

Reaction conditions of asymmetric Reformatsky reaction between cinnamaldehyde 1 and ethyl bromodifluoroacetate 2 were investigated. Finally, (1S, 2R)-N, N-dimethyl-2-aminol-1, 2-diphenylethanol (ligand C) was proved to be the best ligand for this transformation and up to 37% ee was obtained with THF as solvent in -40 degree.

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Advanced Materials Research (Volumes 881-883)

Pages:

154-158

DOI:

https://doi.org/10.4028/www.scientific.net/AMR.881-883.154

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Online since:

January 2014

Authors:

Chao Fang, Yan Yin, Heng Zhang, Fan Hong Wu*

Keywords:

Asymmetric Reformatsky Reaction, Chiral Amino Alcohols, Organozinc Reagent, Statin Analogs, γ, γ-Difluoro-β-hydroxy esters

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