Patent · US Expired

Ligand-accelerated catalytic asymmetric dihydroxylation

US4965364A · kind A · utility

28Cited by
4References
11Claims
0Family size

Assignee

Inventors

Key dates

Filing dateSep 28, 1988
Grant dateOct 23, 1990
Priority date
Expiry dateSep 28, 2008

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C2601/18
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

An osmium-catalyzed method of addition to an olefin. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine oxide an osmium-containing compound and, optionally a tetraalkyl ammonium compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative or an amine derivative and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, N-methyl morpholine N-oxide and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.