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

被引：17

作者：

Arai, S ^{[1
]}

Sudo, Y ^{[1
]}

Nishida, A ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2004年 / 52卷 / 02期

关键词：

carbonyl compound; niobium; pinacol coupling; vicinal diol; zinc;

D O I：

10.1248/cpb.52.287

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

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.

引用

页码：287 / 288

页数：2

共 6 条

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