Diastereoselective Mannich Reactions Using Fluorinated Ketones: Synthesis of Stereogenic Carbon-Fluorine Units
Ya Li1, Xiang Li1, Huaqi Shang1
1Department of Chemistry and Chemical Engineering, Shanghai University of Engineering Science , 333 Longteng Road, Shanghai, 201620, China.
Abstract:
A diastereoselective Mannich reaction of simple α-fluoro ketones with N-tert-butylsulfinylimines was developed. This method provides a concise route to a variety of structurally diverse α-fluoro-β-amino ketones containing fluorinated stereogenic carbon centers; good yields and high diastereoselectivities were achieved. This method uses readily accessible starting materials and has a broad substrate scope: cyclic and linear α-fluoro ketones and fluoromethyl ketones are all suitable substrates.
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