The organocatalytic asymmetric α-alkylation of aldehydes by 1,6-conjugated addition of enamines to p-quinone methides is described. Employing a newly developed class of chiral secondary amine catalysts, α- diarylmethine-substituted aldehydes with two contiguous stereocenters have been synthesized in a simple manner with good diastereocontrol and excellent enantioselectivity.

Lorenzo Caruana, Florian Kniep, Tore Kiilerich Johansen, Pernille H. Poulsen, Karl Anker Jørgensen (2014). A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 136, 15929-15932 [10.1021/ja510475n].

A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes

CARUANA, LORENZO;
2014

Abstract

The organocatalytic asymmetric α-alkylation of aldehydes by 1,6-conjugated addition of enamines to p-quinone methides is described. Employing a newly developed class of chiral secondary amine catalysts, α- diarylmethine-substituted aldehydes with two contiguous stereocenters have been synthesized in a simple manner with good diastereocontrol and excellent enantioselectivity.
2014
Lorenzo Caruana, Florian Kniep, Tore Kiilerich Johansen, Pernille H. Poulsen, Karl Anker Jørgensen (2014). A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 136, 15929-15932 [10.1021/ja510475n].
Lorenzo Caruana;Florian Kniep;Tore Kiilerich Johansen;Pernille H. Poulsen;Karl Anker Jørgensen
File in questo prodotto:
Eventuali allegati, non sono esposti

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/396718
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? 18
  • Scopus 250
  • ???jsp.display-item.citation.isi??? 245
social impact