A new type of adaptive chiral thiophene-based ligands 3 has been designed and developed. The synthetic flexibility of the thienyl ring allowed for the preparation of polydendate C2-symmetric ligands in good yields, carrying simultaneously ‘‘hard’’ as well as ‘‘soft’’ coordinating atoms (i.e., N, S). The coordination attitude of 3 was then tested in the enantioselective base-free Cu(OAc)2-catalyzed addition of nitromethane to aromatic aldehydes, leading to the corresponding b-nitro alcohols in excellent yields and enantiomeric excesses up to 86%.

New adaptive chiral thiophene ligands for copper-catalyzed asymmetric reaction

BANDINI, MARCO;OLIVELLI, PASQUALE;SINISI, RICCARDO;UMANI RONCHI, ACHILLE;
2009

Abstract

A new type of adaptive chiral thiophene-based ligands 3 has been designed and developed. The synthetic flexibility of the thienyl ring allowed for the preparation of polydendate C2-symmetric ligands in good yields, carrying simultaneously ‘‘hard’’ as well as ‘‘soft’’ coordinating atoms (i.e., N, S). The coordination attitude of 3 was then tested in the enantioselective base-free Cu(OAc)2-catalyzed addition of nitromethane to aromatic aldehydes, leading to the corresponding b-nitro alcohols in excellent yields and enantiomeric excesses up to 86%.
M. Bandini; S. Cabiddu; E. Cadoni; P. Olivelli; R. Sinisi; A. Umani-Ronchi; M. Usai
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/11585/68277
 Attenzione

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

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 19
  • ???jsp.display-item.citation.isi??? 19
social impact