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Chiral iminophosphorane catalyzed asymmetric Henry reaction of α,β-alkynyl ketoesters

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Abstract α,β-Alkynyl ketoesters were introduced to the enantioselective Henry reaction (nitroaldol condensation) with nitromethane catalyzed by tartaric acid derived chiral iminophosphoranes. As such, a variety of optically active β-nitro-substituted tertiary… Click to show full abstract

Abstract α,β-Alkynyl ketoesters were introduced to the enantioselective Henry reaction (nitroaldol condensation) with nitromethane catalyzed by tartaric acid derived chiral iminophosphoranes. As such, a variety of optically active β-nitro-substituted tertiary alcohols bearing alkyne moieties were obtained in good to excellent yields (42%–99%) and moderate to good level of enantiomeric excess (up to 87% ee).

Keywords: alkynyl ketoesters; chiral iminophosphorane; henry reaction

Journal Title: Chinese Chemical Letters
Year Published: 2019

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