EFFICIENT PROCEDURE FOR THE SYNTHESIS OF ERYTHRO AND THREO FURANOID GLYCALS FROM 2-DEOXYRIBOSE

被引:27
作者
KASSOU, M [1 ]
CASTILLON, S [1 ]
机构
[1] UNIV ROVIRA & VIRGILI,DEPT QUIM,E-43005 TARRAGONA,SPAIN
关键词
D O I
10.1016/S0040-4039(00)73538-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Differently protected erythro and threo furanoid glycals have been synthesised starting from 2-deoxyribose, via selenoxide elimination as the key step.
引用
收藏
页码:5513 / 5516
页数:4
相关论文
共 38 条
[1]   SIMPLE SYNTHESIS OF 3,5-DI-O-SUBSTITUTED 1,4-ANHYDRO-2-DEOXY-D-ERYTHRO-PENT-1-ENITOL FROM D-RIBOSE [J].
ABRAMSKI, W ;
CHMIELEWSKI, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1994, 13 (01) :125-128
[2]  
BEAU JM, 1989, TETRAHEDRON LETT, V30, P75
[3]   PALLADIUM(0)-BASED APPROACH TO HETEROCYCLIC N-GLYCOSYL DERIVATIVES [J].
BOLITT, V ;
CHAGUIR, B ;
SINOU, D .
TETRAHEDRON LETTERS, 1992, 33 (18) :2481-2484
[4]   REACTIVITY OF MONOTHIOSELENOACETALS AND MONOSELENOACETALS TOWARDS OXIDATION IN THE SYNTHESIS OF SUBSTITUTED 2,3-DIHYDROFURANS [J].
BRUNETIERE, AP ;
LALLEMAND, JY .
TETRAHEDRON LETTERS, 1988, 29 (18) :2179-2182
[5]   PHENYLSULFENYL D-RIBOFURANOSIDES AS EFFICIENT RIBOSYL DONORS - APPLICATION TO THE SYNTHESIS OF [1'-C-13]-(DEOXY)NUCLEOSIDES [J].
CHANTELOUP, L ;
BEAU, JM .
TETRAHEDRON LETTERS, 1992, 33 (37) :5347-5350
[6]   DIFFERENTIALLY PROTECTED RIBOFURANOID GLYCALS [J].
CHENG, JCY ;
HACKSELL, U ;
DAVES, GD .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (15) :2778-2780
[7]   A NEW, ZINC-PROMOTED SYNTHESIS OF 1,4-(1,5)-ANHYDRO-2-DEOXY-PENT-(HEX)-1-ENITOLS (FURANOID AND PYRANOID GLYCALS) [J].
CSUK, R ;
FURSTNER, A ;
GLANZER, BI ;
WEIDMANN, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (15) :1149-1150
[8]  
DOYLEDAVES G, 1989, CHEM REV, V89, P1433
[9]  
DOYLEDAVES G, 1990, ACCOUNTS CHEM RES, V23, P201
[10]   STEREOSPECIFIC SYNTHESIS OF ARYL BETA-GLUCOSIDES - AN APPLICATION TO THE SYNTHESIS OF A PROTOTYPE CORRESPONDING TO THE ARYLOXY CARBOHYDRATE DOMAIN OF VANCOMYCIN [J].
DUSHIN, RG ;
DANISHEFSKY, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (09) :3471-3475