Asymmetric Cleavage of Racemic 1, 3??Oxazolidines–A New Dynamic Process in Homogeneous Rh (I)??Catalyzed Hydrogenation

…, R Kadyrov, A Monsees, TH Riermeier…

Index: Tararov, Vitali I.; Kadyrov, Renat; Riermeier, Thomas H.; Boerner, Armin Synthesis, 2002 , # 3 p. 375 - 380

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Citation Number: 11

Abstract

Abstract The mechanism of the homogeneously catalyzed hydrogenation of 1, 3- oxazolidines with a Rh (I) diphosphane catalyst affording tertiary hydroxyethyl-substituted amines was investigated with the help of D 2 labelling experiments. It was found that the reaction proceeds via prochiral intermediates with, preferentially, an iminium cation being in equilibrium with the 1, 3-oxazolidine. This observation opened up the opportunity to run ...