Asymmetric aldol condensations using titanium enolates of the (R)-camphorselenoacetone and of the methyl (R)-camphorselenoacetate are reported. The reactions with aromatic, alpha,beta-unsaturated or aliphatic aldehydes proceed with good chemical yields giving a mixture of the syn and anti aldols. These diastereoisomers were easily separated by column chromatography. The two syn diastereoisomers were obtained in the enantiomerically pure form.

Asymmetryc aldol reactions from titanium enolates of alpha-seleno ketones and esters

TIECCO, Marcello;TESTAFERRI, Lorenzo;MARINI, Francesca;STERNATIVO, Silvia;SANTI, Claudio;BAGNOLI, Luana;TEMPERINI, Andrea
2004

Abstract

Asymmetric aldol condensations using titanium enolates of the (R)-camphorselenoacetone and of the methyl (R)-camphorselenoacetate are reported. The reactions with aromatic, alpha,beta-unsaturated or aliphatic aldehydes proceed with good chemical yields giving a mixture of the syn and anti aldols. These diastereoisomers were easily separated by column chromatography. The two syn diastereoisomers were obtained in the enantiomerically pure form.
2004
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/11391/152169
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 12
  • ???jsp.display-item.citation.isi??? 9
social impact