The conjugate addition of propionate silylketene acetal 1 to 2-carbomethoxy cyclopentenone is promoted by bis(oxazoline)-Cu(II) complexes with high diastereoselectivity and good enantiomeric excesses. The absolute configuration of the product can be controlled by varying the copper counterion. A catalytic version of the reaction was developed, which gave ketoacid 5a in 72\% d.e. and 63\% e.e. Copyright (C) 1996 Elsevier Science Ltd

Enantioselective Mukaiyama-Michael reactions of 2-carbomethoxy cyclopentenone catalyzed by chiral bis(oxazoline)-Cu(II) complexes

Colombo G;
1996-01-01

Abstract

The conjugate addition of propionate silylketene acetal 1 to 2-carbomethoxy cyclopentenone is promoted by bis(oxazoline)-Cu(II) complexes with high diastereoselectivity and good enantiomeric excesses. The absolute configuration of the product can be controlled by varying the copper counterion. A catalytic version of the reaction was developed, which gave ketoacid 5a in 72\% d.e. and 63\% e.e. Copyright (C) 1996 Elsevier Science Ltd
File in questo prodotto:
Non ci sono file associati a questo prodotto.

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/11571/1209928
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 101
  • ???jsp.display-item.citation.isi??? 91
social impact