Method for the asymmetric dihydroxylation of olefins, using osmium catalysts

US6472570B1 · kind B1 · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Matthias Beller · Ostseebad Nienhagen, DE
• Christian Döbler · Rostock, DE
• Gerald Mehltretter · Schreiber, CA
• Uta Sundermeier · Leichlingen, DE

Key dates

• Filing date: Oct 19, 2001
• Grant date: Oct 29, 2002
• Expiry date: Oct 19, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C29/50
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention relates to process for asymmetric dihydroxylation of olefins using osmium catalysts to obtain monofunctional, bifunctional, and/or polyfunctional chiral 1,2-diols of the formula (I)R1R2C(OH)—C(OH)R3R4  (I)where R1 to R4 are defined herein, by reacting an olefin of the formula (II)R1R2C═CR3R4  (II)where R1 to R4 are defined as for formula (I),with molecular oxygen in the presence of an osmium compound and a chiral amine ligand in water or a water-containing solvent mixture at a pH of from 8.5 to 13.