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Catalytic behavior of wool‐osmium tetroxide complex for asymmetric dihydroxylation of olefins
Author(s) -
Miao JuHong,
Yang JiHuo,
Chen LiYi,
Tu BuXin,
Huang MeiYu,
Jiang YingYan
Publication year - 2004
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.439
Subject(s) - osmium tetroxide , dihydroxylation , osmium , catalysis , allylamine , polymer chemistry , solvent , wool , organic chemistry , chemistry , nuclear chemistry , materials science , polymer , ruthenium , enantioselective synthesis , physics , electron microscope , polyelectrolyte , optics , composite material
A new chiral polymer‐metal complex, wool‐osmium tetroxide (wool‐OsO 4 ) complex was prepared by a very simple method. This complex was found to be able to catalyze the asymmetric dihydroxylation of allylamine to ( R )‐(+)‐3‐amino‐1, 2‐propanediol and allyl chloride to ( S )‐(+)‐3‐chloro‐1,2‐propanediol. The optical yields amounted to 83.7 and 57.2%, and the product yields were 80.2 and 68.5% respectively. The experimental results showed that OsO 4 content in the complex, reaction time, allylamine/OsO 4 molar ratio and solvent all have an effect on the product and optical yields. Additionally, wool‐OsO 4 complex catalyst could be reused without any remarkable change in optical catalytic activity. Copyright © 2004 John Wiley & Sons, Ltd.