REACTIONS OF 2',3'-DI-O-MESYL-LYXO-URIDINE WITH SECONDARY-AMINES - FIRST REPORT ON THE ONE-POT CONVERSION OF MESYLATED NUCLEOSIDES TO ENAMINONUCLEOSIDES AND THE CRYSTAL-STRUCTURE OF ALPHA-ENAMINE

被引:11
作者
SAKTHIVEL, K
PATHAK, T
SURESH, CG
机构
[1] NATL CHEM LAB,DIV ORGAN CHEM SYNTH,POONA 411008,MAHARASHTRA,INDIA
[2] NATL CHEM LAB,DIV BIOCHEM SCI,POONA 411008,MAHARASHTRA,INDIA
关键词
D O I
10.1016/S0040-4020(01)89333-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2',3'-Di-O-mesyl-5'-O-trityl-lyxo-uridine 1 reacted with secondary amines to produce enaminonucleosides 2a-d and 3a-d. Intermediacy of 2'-ketouridine was essential for the anomerisation and enamine formation to take place. The structure of the beta-enamine was established unambiguously by analysing the hydrolysed product and that of alpha-enamine was proved with the help of crystal structure analysis.
引用
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页码:13251 / 13260
页数:10
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