Highly Enantioselective Addition of 1-Fluoro-1-nitro(phenylsulfonyl)methane to alpha,beta-Unsaturated Aldehydes

Abstract

An organocatalytic, highly enantioselective addition of 1- fluoro-1-nitro(phenylsulfonyl)methane to α,β-unsaturated aldehydes is reported. The reaction is simply catalyzed by secondary amines and furnishes the corresponding fluorinated derivatives in good yields, with moderate diastereoselectivities and excellent enantioselectivities.

Keywords

• fluorine
• organocatalysis
• aldehydes
• enantioselectivity
• diastereoselectivity
• Michael addition