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.File in questo prodotto:
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