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

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 C₂-symmetric chiral auxiliary tolerates oxidation, is not sensitive to racemization and can be recycled for large scale synthesis.     

Chiral N-phosphonyl imine chemistry: asymmetric additions of malonate-derived enolates to chiral N-phosphonyl imines for the synthesis of β-aminomalonates

Chiral N-phosphonyl imines attached by 1-naphthyl group were found to react with lithium malonate enolates smoothly to give chiral β-aminomalonates. Good yields and excellent diastereoselectivity were achieved for sixteen examples. The chiral auxiliary can be readily removed by treating with trifluoroacetic acid (TFA) to give free amino malonates. The absolute structure has been unambiguously determined by converting one of the products into an authentic sample.     

[N,N-二-(2-氯乙基)]-O-[O′,O′-二烷基膦酰甲基]-N′,N′-二烷基磷酰二胺的合成及性质研究

合成了6种含有氮芥结构及膦酰甲基取代基的磷酰二胺。其结构经~1H NMR、MS和元素分析确定,讨论了它们的性质,并对部分化合物的抗癌活性进行了初步试验。     

Synthesis of New Types of N‐Arylpiperazine Phosphoramide Analogues of Chrysin

Several N‐arylpiperazine phosphoramide analogues of chrysin are synthesized through a facile phosphorylated reaction for the first time. Their structures are elucidated by NMR, ESI MS, IR and Element analysis. The results showed that the phosphorylation action occurred regioselectively only at the hydroxyl group of 7 position of chrysin.