Concepedia

Concerning kinetic resolution by the Sharpless asymmetric dihydroxylation reaction

Hamish S. Christie, D. P. G. HAMON, Kellie L. Tuck

Chemical Communications · 1999 · 12 citations · 6 references

DOI

Concepts

Abstract

The transition state for the product-determining step in the Sharpless asymmetric dihydroxlation reaction is not product-like, and effective kinetic resolution can occur when one face of a chiral alkene is hindered.

References

6

The osmium-catalyzed asymmetric dihydroxylation: a new ligand class and a process improvement

K. Barry Sharpless, Willi M. Amberg, Youssef L. Bennani et al. · The Journal of Organic Chemistry · 1992 · 1.5K citations

, , +7

Kinetic resolution of racemic allylic alcohols by enantioselective epoxidation. A route to substances of absolute enantiomeric purity?

Victor S. Martı́n, Scott S. Woodard, Tsutomu Katsuki et al. · Journal of the American Chemical Society · 1981 · 774 citations

, , +8

Preparation of chiral compounds with high optical purity by irradiation with circularly polarized light, a model reaction for the prebiotic generation of optical activity

G.G.A. Balavoine, A. Moradpour, Henri B. Kagan · Journal of the American Chemical Society · 1974 · 269 citations

, , +7

Kinetic resolution of racemic olefins via asymmetric dihydroxylation

Michael S. VanNieuwenhze, K. Barry Sharpless · Journal of the American Chemical Society · 1993 · 69 citations

, , +7

An efficient synthesis of enantiomerically pure trans-2-phenylcyclohexanol

S. Bruce King, K. Barry Sharpless · Tetrahedron Letters · 1994 · 39 citations

, , +5