A novel reaction type promoted by aqueous titanium trichloride. Synthesis of unsymmetrical 1, 2-diols
A Clerici, O Porta
Index: Clerici, Angelo; Porta, Ombretta Journal of Organic Chemistry, 1982 , vol. 47, # 15 p. 2852 - 2856
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Citation Number: 45
Abstract
An aqueous acidic 15% solution of titanium trichloride is a fairly rapid, mild reducing agent (Eo=-0.1 V). This reagent has no effect on aliphatic or aromatic ketones and aldehydes. It easily couples carbonyl compounds activated toward reduction by an electron-withdrawing group, such as a pyridyl residue,'to the corresponding symmetrical diols. These diols are formed through dimerization of the intermediate stabilized capto-dative2 radicals. By ...
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