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Osmium tetroxide catalyzed hydroxylation of hindered olefins

โœ Scribed by Rahul Ray; Donald S. Matteson

Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
132 KB
Volume
21
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Osmium tetroxide catalyzed hydroxylation of sterically hindered olefins proceeds efficiently with trimethylamine N-oxide as oxidizing agent in the presence of pyridine.

๐Ÿ“œ SIMILAR VOLUMES

A highly stereoselective osmium tetroxid
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The hydroxylation of a,B-unsaturated esters catalyzed by osmiumtetroride leads to 3,4-dihydroxy-y-lactones of predictable stereochemistry. We report here on the remarkable stereoselectivity encountered in the osmium tetroxide hydroxylation of E a,l-unsaturated esters bearing a y-hydroxgl function.

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Olefins are catalytically oxidized to glycols by osmium tetroxide in the presence of organic selenoxide cooxidants. Glycols were obtained in good yields from mono-, di-, tri-and tetrasubstituted olefins. Osmium tetroxide is widely used as a catalyst for the cis-dihydroxylation of olefins in conjunct

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High levels of asymmetry can be achieved in the osmium tetroxide cis-hydroxylation of olefins by employing (-)-(R,R)-N,N,N',N'-tetramethylcyclohexane-l,2-traos-diamine as a chiral ligand for the osmium. Osmium tetroxide oxidation of olefins is an excellent method for forming vicinal diols under mil