Tetrahedron p. 1887 - 1894 (1991)
Update date:2022-09-26
Topics:
Radunz, Hans-Eckart
Eiermann, Volker
Schneider, Guenther
Riethmueller, Angelika
γ-Lactones 6,8,10 and the ester 9, precursors to the hydroxyethylene dipeptide isostere unit, were synthesized stereoselectively in two or three steps from α-amino-ketones in good yield. Peptides containing these isosteres are potent inhibitors of certain aspartyl proteinases. Alkylation of the (3S,4S)substituted γ-lactone 6 afforded exclusively cis-alkylation, with regard to C-2 and C-4.
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