Controlling diastereoselectivity in the reactions of enantiomerically pure α-bromoacyl-imidazolidinones with nitrogen nucleophiles: substitution reactions with retention …

NR Treweeke, PB Hitchcock, DA Pardoe…

Index: Treweeke; Hitchcock; Pardoe; Caddick Chemical Communications, 2005 , # 14 p. 1868 - 1870

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Abstract

From a synthetic perspective there are still limitations to the aforementioned DKR method for making α-substituted carboxylic acid derivatives. The most obvious is that if access to both diastereoisomers of a substitution product is required then, in general, access to both enantiomers of the chiral auxiliary is required. In this paper we describe a method which avoids this limitation, providing a simple route to either diastereomer (and hence enantiomer) of an amine-substituted ...