Vanadium (II)??and Niobium (III)??Induced, Diastereoselective Pinacol Coupling of Peptide Aldehydes to Give a C2??Symmetrical HIV Protease Inhibitor

…, G Beck, W Holla, D Jacobi, B Napierski…

Index: Kammermeier, Bernhard; Beck, Gerhard; Holla, Wolfgang; Jacobi, Detlev; Napierski, Bernd; Jendralla, Heiner Chemistry--A European Journal, 1996 , vol. 2, # 3 p. 307 - 315

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Citation Number: 46

Abstract

Abstract Peptide aldehydes 15 a–c are prepared without epimerization from enantiomerically pure (S)-α-amino acids (Scheme 3). Reductive pinacol homocoupling of 15 a–c, induced by vanadium complex 11 or niobium complex 16 in refluxing THF, yields C 2- symmetrical (S, R, R, S)-configurated 6a, 6b and 2, respectively, with moderate to high stereoselectivity (Scheme 4). In a novel protocol for the preparation and utilization of THF ...