Title:
METHOD FOR CATALYTIC ASYMMETRIC DIHYDROXYLATION OF OLEFIN
Document Type and Number:
Japanese Patent JP3306051
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To provide a method for efficiently obtaining an asymmetric dihydroxylated oleffin useful as a biologically active chiral molecule, capable of recovering and reusing an osmium by reacting an olefin in the presence of a specific polymer chiral ligand, an osmium-containing catalyst, etc.
SOLUTION: An olefin (e.g. trans-stilbene) is combined with a polymer ligand in which a chiral ligand is an alkaloid or an alkaloid derivative, an organic solvent (e.g. acetone), an aqueous solution, a base, an osmium-containing catalyst and potassium ferricyanide. The obtained combination is maintained in a condition suitable for causing asymmetric dihydroxylation of the olefin to give an asymmetrically dihydroxylated olefin. The alkaloid is a dihydroquinidine aryl ether derivative or a dihydroquinine aryl ether derivative. This method is preferably carried out at about 40 to about -30°C.
Inventors:
Declan Gilheny
Byong Moon Kim
Hui-Run Kuong
Kay Barry Shearpress
Tomoyuki Shibata
Byong Moon Kim
Hui-Run Kuong
Kay Barry Shearpress
Tomoyuki Shibata
Application Number:
JP2000270355A
Publication Date:
July 24, 2002
Filing Date:
April 23, 1991
Export Citation:
Assignee:
MASSACHUSETTS INSTITUTE OF TECHNOLOGY
International Classes:
C07D453/04; C07B61/00; C07C29/03; C07C29/04; C07C29/48; C07C31/20; C07C31/27; C07C31/42; C07C33/46; C07C35/14; C07C35/21; C07C67/29; C07C69/157; C07C69/675; C07D453/02; (IPC1-7): C07C29/04; C07C31/20; C07C31/27; C07C31/42; C07C33/46; C07C35/14; C07C35/21; C07C67/29; C07C69/157; C07C69/675; C07D453/04
Other References:
【文献】国際公開89/6225(WO,A1)
【文献】米国特許4871855(US,A)
【文献】米国特許4871855(US,A)
Attorney, Agent or Firm:
Heikichi Odashima
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