New ligands double the scope of the catalytic asymmetric dihydroxylation of olefins

…, W Amberg, M Beller, H Chen, J Hartung…

Index: Sharpless, K. Barry; Amberg, Willi; Beller, Matthias; Chen, Hou; Hartung, Jens; et al. Journal of Organic Chemistry, 1991 , vol. 56, # 15 p. 4585 - 4588

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Citation Number: 230

Abstract

Summary: Improved ligands render terminal olefiis good substrates for the osmium-catalyzed asymmetric di- hydroxylation (ADH) process, and the amounts of chiral ligand and osmium catalyst required diminish dramati- cally. ... Unlike the titanium-catalyzed asymmetric epoxidation (AE),' for which the inaugural ligand is still the best, the osmium-catalyzed asymmetric dihydroxylation (ADH) (Scheme I) is responsive to substantial enantioselectivity improvement through ...