Tetrahedron

Stereoselective synthesis of hydroxylated β-aminocyclohexanecarboxylic acids

…, E Forró, TA Martinek, G Bernáth, N De Kimpe, F Fülöp

Index: Kiss, Lorand; Forro, Eniko; Martinek, Tamas A.; Bernath, Gabor; De Kimpe, Norbert; Fueloep, Ferenc Tetrahedron, 2008 , vol. 64, # 22 p. 5036 - 5043

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Citation Number: 35

Abstract

A simple synthetic approach has been developed for the regio-and diastereoselective synthesis of hydroxylated 2-aminocyclohexanecarboxylic acid stereoisomers from 1, 4- cyclohexadiene by the reductive opening of appropriate epoxide intermediates derived from the corresponding bicyclic β-lactams. This method has been extended to the synthesis of these hydroxylated β-amino acids in enantiomerically pure form.