Tetrahedron: Asymmetry

Asymmetric synthesis of β-dialkylamino alcohols by transfer hydrogenation of α-dialkylamino ketones

T Kosmalski, A Wojtczak, M Zaidlewicz

Index: Kosmalski, Tomasz; Wojtczak, Andrzej; Zaidlewicz, Marek Tetrahedron Asymmetry, 2009 , vol. 20, # 10 p. 1138 - 1143

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Citation Number: 19

Abstract

Transfer hydrogenation of representative aryl and heteroaryl dialkylaminomethyl ketones with formic acid–triethylamine, catalyzed by RuCl [(R, R)-TsDPEN](η-p-cymene), produces the corresponding β-dialkylamino alcohols, 97–99% ee, in 50–73% yields. Asymmetric synthesis of (R)-macromerine, 98% ee, the cactus Coryphantha macromeris alkaloid, is also described.

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