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Methylhydrazine-induced α-hydroxylation of β-dicarbonyl compounds was achieved using O 2 as the oxygen source. This reaction provides an efficient approach to enantioenriched ɑ-hydroxy β-dicarbonyl compounds, which are valuable substances and widely used in the chemical and pharmaceutical industry. A wide variety of β-keto esters could undergo this oxidation to give the corresponding products...
A screen of aryloxy aminopropanol organocatalysts derived from the β-blocker inhibitor S-timolol determined the most active catalyst of asymmetric α-hydroxylation of β-keto esters. (R)-1-(tert-butylamino)-3-(3,4,5-trimethoxyphenoxy) propan-2-ol (3k) was the most effective derivative, enantioselectively catalyzing α-hydroxylation of β-keto esters using tert-butyl hydroperoxide as the oxidant in hexane...
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