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 LtdFile in questo prodotto:
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