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Chemical and pharmaceutical bulletin

A highly diastereoselective pinacol coupling reaction of aldehydes and ketones using low-valence niobium generated from Nb (V)

S Arai, Y Sudo, A Nishida

文献索引:Arai, Shigeru; Sudo, Yukinori; Nishida, Atsushi Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 2 p. 287 - 288

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被引用次数: 19

摘要

A simple method for the diastereoselective synthesis of racemic 1, 2-diol mediated by low- valence niobium generated in situ is described. A 1, 4-dioxane-toluene solvent system was found to be essential to achieve higher selectivities and to prevent other reactions of pinacols, such as deoxygenation and acetal formation. Aromatic aldehydes and ketones were converted to the corresponding pinacols with up to 97 and 85% de, respectively.