Regioselective phosphorylation of α-N-alkylamino ketones

被引：0
|
作者：
Pipko, S. E. [1 ]
Balitsky, Ya. V. [1 ]
Simurova, N. V. [1 ]
Sinitsa, A. D. [1 ]
机构：
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02660 Kiev 94, Ukraine
来源：
RUSSIAN CHEMICAL BULLETIN | 2006年 / 55卷 / 02期
关键词：
alpha-amino ketones; alpha-hydroxy imines; beta-hydroxy enamines; phosphorylation; tautomerism; thermodynamic stability;
D O I：
10.1007/s11172-006-0251-x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
General preparative methods for regioselective functionalization of alpha-amino ketones with organophosphorus reagents were developed. Stable phosphorylated derivatives of all their prototropic forms (alpha-amino ketones, alpha-hydroxy imines, and beta-hydroxy enamines) were obtained for the first time. The relative thermodynamic stability sequence of alpha-amino ketones was found to be reversed upon their phosphorylation: O-substituted forms were more stable than N-substituted ones, in contrast to the equilibrium between the prototropic isomers.
引用
收藏
页码：295 / 300
页数：6
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