Enantioselective nitro-Michael reactions catalyzed by short peptides on water.

Abstract

Simple unmodified N-proline-based di- and tripeptides in combination with sodium hydroxide additive catalyze the asymmetric Michael reaction of ketones with nitroolefins to furnish the corresponding gamma-nitroketones with up to 99% yield, 99:1 dr and 70% ee at room temperature and on water without any organic cosolvent.

DOI: 10.1039/b910249c

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