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Journal of the American Chemical Society, Vol.130, No.17, 5608-5608, 2008
Enantioselective organocatalytic Michael addition of aldehydes to nitroethylene: Efficient access to gamma(2)-amino acids
Enantioselective organocatalytic Michael addition of aldehydes to nitroethylene catalyzed by (S)diphenylprolinol silyl ether provides beta-substituted-delta-nitroalcohols in nearly optically pure form (96-99% ee). The Michael adducts bear a single substituent adjacent to the carbonyl and can be efficiently converted to protected Y(2-)amino acids, which are essential for the systematic conformational studies of Y-peptide foldamers.