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Immobilization of Osmium Catalysts for Asymmetric Dihydroxylation of Olefins
Author(s) -
Kobayashi Shū,
Sugiura Masaharu
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200606210
Subject(s) - osmium , dihydroxylation , chemistry , catalysis , vicinal , hydroxylation , organic chemistry , combinatorial chemistry , ruthenium , enantioselective synthesis , enzyme
Osmium‐catalyzed asymmetric dihydroxylation provides powerful synthetic routes to optically active vicinal diols from olefins with high enantioselectivity. High catalytic efficiency using only 0.2–1.0 mol % of the osmium catalyst has been attained, and the chiral ligand may be recoverable in large‐scale synthesis by extraction with dilute sulfuric acid. However, in spite of the significant advances in this transformation, high toxicity and volatility of the osmium components as well as possible contamination of toxic osmium species in the products have been obstacles for industrial applications. To address this issue, considerable efforts have been devoted to immobilization of the osmium catalyst. This review summarizes several promising methods for immobilization of the osmium components, especially focusing on solid phase‐supported osmium catalysts for asymmetric dihydroxylation.