Asymmetric organocatalytic cascade reactions with a-substituted α,β-unsaturated aldehydes
Time to α-branch out! The first highly enantioselective aminocatalytic activation of a-substituted αβ-unsaturated aldehydes is presented. The chiral primary amine 1 selectively activates ct-branched enals toward a well-defined iminium ion enamine reaction sequence for both Friedel-Crafts/amination and sulfa-Michael/ amination cascades. The valuable multifunctional products, having two contiguous sterocenters, are isolated in high enantiomeric purity.
Galzerano, Patrizia,Pesciaioli, Fabio,Mazzanti, Andrea,Bartoli, Giuseppe,Melchiorre, Paolo
supporting information; experimental part
p. 7892 - 7894
(2010/04/06)
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