Chiral N-phosphonyl imine chemistry:: new reagents and their applications for asymmetric reactions

被引:72
作者
Kattuboina, Adiseshu [1 ]
Li, Guigen [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
关键词
phosphoramide; N-phosphonyl imines; aziridine; aza-Darzens reaction; aza-Henry reaction; C(2)-symmetric diamine;
D O I
10.1016/j.tetlet.2008.01.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel chiral N-phosphonyl imines 2 have been designed and synthesized using chiral N-phosphoramide 1. These N-phosphonyl imines have been successfully utilized for asymmetric aza-Darzens reaction and asymmetric aza-Henry reaction. The C(2)-symmetric chiral auxiliary tolerates oxidation, is not sensitive to racemization and can be recycled for large scale synthesis. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1573 / 1577
页数:5
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