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. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

Asymmetric organocatalytic cascade reactions with a-substituted α,β-unsaturated aldehydes

Pesciaioli F.;
2009

Abstract

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. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11697/150175
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