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1,2-Amino Alcohols via Cr/Photoredox Dual-Catalyzed Addition of α-Amino Carbanion Equivalents to Carbonyls

J. Luca Schwarz, Roman Kleinmans, Tiffany O. Paulisch and Frank Glorius*

*Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany, Email: gloriusuni-muenster.de

J. L. Schwarz, R. Kleinmans, T. O. Paulisch, F. Glorius, J. Am. Chem. Soc., 2020, 142, 2168-2174.

DOI: 10.1021/jacs.9b12053



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Abstract

A Cr/photoredox dual catalytic system enables the synthesis of protected 1,2-amino alcohols starting from carbonyl compounds and α-silyl amines via in situ generation of α-amino carbanion equivalents which act as nucleophiles. The unique nature of this reaction was demonstrated through the aminoalkylation of ketones and an acyl silane.

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Key Words

1,2-amino alcohols, photochemistry


ID: J48-Y2020