Axially chiral guanidine as highly active and enantioselective catalyst for electrophilic amination of unsymmetrically substituted 1,3-dicarbonyl compounds
Axially chiral guanidine as highly active and enantioselective catalyst for electrophilic amination of unsymmetrically substituted 1,3-dicarbonyl compounds
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DOI：
10.1021/ja066808m
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发表时间：
2006-12-20
影响因子：
15
通讯作者：
Ube, Hitoshi
中科院分区：
文献类型：
--
作者：
Terada, Masahiro;Nakano, Megumi;Ube, Hitoshi
新设计的轴向手性胍可作为不对称取代的1，3-二羰基化合物在α-碳不对称诱导的有效平台。利用手性胍催化剂，成功地实现了多种1，3-二羰基化合物与偶氮二甲酸酯的高效、不对称亲电胺化反应，为以光学活性形式构建含氮取代的四元立体中心提供了有效途径。
A newly designed axially chiral guanidine is found to function as an effective platform for asymmetric induction at the α-carbon of unsymmetrically substituted 1,3-dicarbonyl compounds. Highly efficient and enantioselective electrophilic amination of various 1,3-dicarbonyl compounds with azodicarboxylate was successfully achieved using the present chiral guanidine catalyst, which provides efficient access to the construction of nitrogen-substituted quaternary stereocenters in an optically active form.