Abstract
AbstractThe organocatalytic asymmetric Michael addition of aldehydes to a nitro olefin in aqueous organic solvents catalysed by a broad range of simple primary amines and amino alcohols is reported. In particular, the use of (S,S)‐diphenylethylenediamine, which is the chiral backbone of various organocatalysts, gave addition products in good yields and with good to high enantioselectivities (45–96 % ee). Remarkably high enantioselectivities were observed for the demanding conjugate addition of α,α‐disubstituted aldehydes to nitrostyrene (96–98 % ee) in aqueous organic solvent mixtures.
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