Matched combinations of Brønsted or Lewis acids with suitable pro-electrophiles and secondary amine organocatalysts enable the novel enantioselective syntheses of carbamoyl dihydroquinoline and tetrahydropyridine derivatives with concomitant formation of two stereocenters. A short formal asymmetric synthesis of (2R,20R)- threo-methylphenidate (Ritalin) is also described.

A highly enantioselective Mannich reaction of aldehydes with cyclic N-acyliminium ions by synergistic catalysis

BERTI, FRANCESCO;MARCHETTI, FABIO;PINESCHI, MAURO
2015-01-01

Abstract

Matched combinations of Brønsted or Lewis acids with suitable pro-electrophiles and secondary amine organocatalysts enable the novel enantioselective syntheses of carbamoyl dihydroquinoline and tetrahydropyridine derivatives with concomitant formation of two stereocenters. A short formal asymmetric synthesis of (2R,20R)- threo-methylphenidate (Ritalin) is also described.
2015
Berti, Francesco; Malossi, Federico; Marchetti, Fabio; Pineschi, Mauro
File in questo prodotto:
File Dimensione Formato  
ChemComm 2015.pdf

solo utenti autorizzati

Tipologia: Versione finale editoriale
Licenza: NON PUBBLICO - Accesso privato/ristretto
Dimensione 1.41 MB
Formato Adobe PDF
1.41 MB Adobe PDF   Visualizza/Apri   Richiedi una copia
ChemComm Pineschi Accepted.pdf

accesso aperto

Tipologia: Documento in Post-print
Licenza: Tutti i diritti riservati (All rights reserved)
Dimensione 406.11 kB
Formato Adobe PDF
406.11 kB Adobe PDF Visualizza/Apri

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/11568/758897
Citazioni
  • ???jsp.display-item.citation.pmc??? 1
  • Scopus 41
  • ???jsp.display-item.citation.isi??? 39
social impact