Mf. Dee et Rl. Rosati, SYNTHESIS OF ALPHA-HYDROXY STATINE THROUGH A FACIALLY SELECTIVE OSMYLATION OF A CHIRAL ALPHA-AMIDO CROTONATE, Bioorganic & medicinal chemistry letters, 5(9), 1995, pp. 949-952
alpha-hydroxy statine 5 was synthesized by osmylation of amido crotona
te 6 and incorporated into peptide framework 9, resulting in an active
renin inhibitor; predicted stereochemical preferences for renin inhib
ition were confirmed by x-ray analysis and biochemical determinations.
The facial selectivity of the osmylation is consistent with the Vedej
s model.