Hydrogen-bonding activation of aromatic aldehydes by a TADDOL-derivative promotes the vinylogous aldol reaction of Chan's diene in moderate efficiency and enantioselectivity. Electron-poor aromatic aldehydes show an enhanced reactivity and a competing asymmetric hetero-Diels-Alder reaction takes place in comparable (or higher) yields and enantiomeric excesses.

Enantioselective vinylogous aldol reaction of Chan's diene catalyzed by hydrogen-bonding

Rosaria Villano;
2007

Abstract

Hydrogen-bonding activation of aromatic aldehydes by a TADDOL-derivative promotes the vinylogous aldol reaction of Chan's diene in moderate efficiency and enantioselectivity. Electron-poor aromatic aldehydes show an enhanced reactivity and a competing asymmetric hetero-Diels-Alder reaction takes place in comparable (or higher) yields and enantiomeric excesses.
2007
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
Asymmetric synthesis
Vinylogous aldol reaction
Hydrogen-bonding
Chan's diene
Organocatalysis
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/14885
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