REACTIONS OF NUCLEOSIDES WITH 1,8-DIAZABICYCLO[540]UNDEC-7-ENE (DBU) - SYNTHESES OF N(3)-METHYLENE-BRIDGE BIS-URIDINES AND SECOURIDINE-DINUCLEOSIDE ANALOGS

被引:5
作者
CAPLAR, V
SKARIC, V
机构
[1] Laboratory of Stereochemistry and Natural Products, Ruder Bošković Institute, Zagreb, 41001
关键词
D O I
10.1002/hlca.19930760715
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diastereoisomeric secouridine derivatives, appropriately protected and activated, served as starting compounds in the reactions with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in various solvents (CH2Cl2, MeCN, or dimethylformamide (DMF)). Reactions with DBU/CH2Cl2 gave N(3)-methylene-bridged bis-secouridines and bis-uridines (Scheme 3), while the reactions with DBU in non-alkylating solvents resulted in formation of secodinucleosides as the result of intermolecular 'dimerizations' (Scheme 2).
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页码:2553 / 2562
页数:10
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