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Catalytic behavior of wool‐osmium tetroxide complex for asymmetric dihydroxylation of olefins
Authors:Ju‐Hong Miao  Ji‐Huo Yang  Li‐Yi Chen  Bu‐Xin Tu  Mei‐Yu Huang  Ying‐Yan Jiang
Abstract:A new chiral polymer‐metal complex, wool‐osmium tetroxide (wool‐OsO4) 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 OsO4 content in the complex, reaction time, allylamine/OsO4 molar ratio and solvent all have an effect on the product and optical yields. Additionally, wool‐OsO4 complex catalyst could be reused without any remarkable change in optical catalytic activity. Copyright © 2004 John Wiley & Sons, Ltd.
Keywords:wool‐osmium tetroxide  asymmetric dihydroxylation  allylamine  allyl chloride
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