Current Organic Synthesis

Author(s): Ramon Rios, SimonaHybelbauerova, Ivana Csarova and Jan Vesely

DOI: 10.2174/1570179411310030008

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First Enantioselective Organocatalytic Addition of Nitromethylphenylsulfone to Enals. Enantioselective Synthesis of Cyclohexenones Bearing 3 Contiguousstereogeniccenters

Page: [467 - 471] Pages: 5

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Abstract

A highly enantioselectiveorganocatalyticnitromethylphenylsulfone addition to aliphatic α,β-unsaturated aldehydes is reported. The reaction is catalyzed by simple and commercially available secondary amines, affording the cyclic compounds in moderate yields, good diastereoselectivities and excellent enantioselectivities.

Keywords: Cascade reaction, enantioselective, organocatalysis, asymmetric synthesis, secondary amine, cyclization.