Asymmetric catalytic Strecker reaction of N-phosphonyl imines with Et2AlCN using amino alcohols and BINOLs as catalysts

被引:68
作者
Kaur, Parminder [1 ]
Pindi, Suresh [1 ]
Wever, Walter [1 ]
Rajale, Trideep [1 ]
Li, Guigen [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
关键词
MANNICH REACTIONS; DERIVATIVES; NITRILES; PROLINE; CYANIDE; AMIDES;
D O I
10.1039/c0cc00287a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The asymmetric catalytic Strecker reaction of achiral N-phosphonyl imines with Et2AlCN has been established. Both free amino alcohols and BINOLs have been proven to be effective catalysts to afford excellent enantioselectivities and yields. The N-phosphonyl group can be readily cleaved under mild conditions and enable purification of crude products by simple washing with hexane. The cleaved N,N-dialkyl diamine auxiliary can be recovered quantitatively via n-BuOH extraction. The scope for both N-phosphonyl imines and catalysts was vastly studied for this new catalytic system.
引用
收藏
页码:4330 / 4332
页数:3
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