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

Im Kilogramm‐Maßstab können potente Inhibitoren der HIV‐Protease wie 1 durch diastereoselektive, reduktive Dimerisierung homochiraler Peptidaldehyde hergestellt werden. Möglich wird dies durch den Einsatz von Niob‐oder in situ erzeugten Vanadium‐Katalysatoren im entscheidenden Reaktionsschritt, Aryl = 1‐Naphthyl.magnified image

Potent inhibitors of HIV‐protease such as 1 can be produced on a kilogram scale by diastereoselective, reductive dimerization of homochiral peptide aldehydes. This is made possible by the use of niobium catalysts or vanadium catalysts generated in situ in the crucial reaction step. aryl = 1‐naphthyl.

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