Tetrahedron Letters

Pinacolic coupling of aromatic aldehydes and ketones promoted by aqueous titanium trichloride in basic media.

A Clerici, O Porta

Index: Clerici, A.; Porta, O. Tetrahedron Letters, 1982 , vol. 23, # 34 p. 3517 - 3520

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Citation Number: 50

Abstract

Abstract Aromatic aldehydes and ketones, which are not effected by aqueous titanium trichloride in acidic media, undergo rapid one-electron reduction to pinacols in basic media under very simple experimental conditions. The increase in the reducing power of the redox system with increasing the pH is discussed, and the stereoselectivity observed is shown in terms of Ti (IV) bridging control.

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