Asymmetric synthesis of β-amino alcohols by the transfer hydrogenation of α-keto imines

A Tafelska-Kaczmarek, A Prewysz-Kwinto…

Index: Tafelska-Kaczmarek, Agnieszka; Prewysz-Kwinto, Andrzej; Skowerski, Krzysztof; Pietrasiak, Katarzyna; Kozakiewicz, Anna; Zaidlewicz, Marek Tetrahedron Asymmetry, 2010 , vol. 21, # 18 p. 2244 - 2248

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Citation Number: 6

Abstract

The asymmetric transfer hydrogenation of representative aryl and benzofuranyl 2-tert- butylaminoethanones with formic acid–triethylamine, catalyzed by RhCl [(R, R)- TsDPEN](C5Me5), produced the corresponding β-tert-butylamino alcohols in 97–99% ee. A short asymmetric synthesis of (R)-bufuralol, a potent β-adrenergic receptor antagonist, is described. This approach to β-amino alcohols from ketones circumvents the halogenation ...