STERIC EFFECT OF A BULKY 6-SUBSTITUENT IN THE I(+)-PROMOTED GLYCOSYLATION WITH PENT-4-ENYL AND THIOETHYL GLYCOSIDES

被引:39
作者
HOUDIER, S [1 ]
VOTTERO, PJA [1 ]
机构
[1] CEN,DEPT RECH FONDAMENTALE MAT CONDENSEE,SERV ETUDES SYST MOLEC,F-38041 GRENOBLE,FRANCE
关键词
D O I
10.1016/0008-6215(92)80066-A
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:349 / 352
页数:4
相关论文
共 16 条
[1]  
BESSODES M, 1988, SYNTHESIS-STUTTGART, P560
[2]  
COREY EJ, 1972, J AM CHEM SOC, V94, P7190
[3]   ARMED-DISARMED EFFECTS IN GLYCOSYL DONORS - RATIONALIZATION AND SIDETRACKING [J].
FRASERREID, B ;
WU, ZF ;
UDODONG, UE ;
OTTOSSON, H .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (25) :6068-6070
[4]   DIRECT ELABORATION OF PENT-4-ENYL GLYCOSIDES INTO DISACCHARIDES [J].
FRASERREID, B ;
KONRADSSON, P ;
MOOTOO, DR ;
UDODONG, U .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (12) :823-825
[5]   IODONIUM PROMOTED REACTIONS OF DISARMED THIOGLYCOSIDES [J].
KONRADSSON, P ;
UDODONG, UE ;
FRASERREID, B .
TETRAHEDRON LETTERS, 1990, 31 (30) :4313-4316
[6]   IODONIUM ION GENERATED INSITU FROM N-IODOSUCCINIMIDE AND TRIFLUOROMETHANESULFONIC ACID PROMOTES DIRECT LINKAGE OF DISARMED PENT-4-ENYL GLYCOSIDES [J].
KONRADSSON, P ;
MOOTOO, DR ;
MCDEVITT, RE ;
FRASEREID, B .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (03) :270-272
[7]   N-PENTENYL GLYCOSIDES AS MEDIATORS IN THE ASYMMETRIC-SYNTHESIS OF MONOSUBSTITUTED CHIRAL NONRACEMIC TETRAHYDROFURANS AND GAMMA-LACTONES [J].
LLERA, JM ;
LOPEZ, JC ;
FRASERREID, B .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :2997-2998
[8]   NORMAL-PENTENYL GLYCOSIDES PERMIT THE CHEMOSPECIFIC LIBERATION OF THE ANOMERIC CENTER [J].
MOOTOO, DR ;
DATE, V ;
FRASERREID, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (08) :2662-2663
[9]   NORMAL-PENTENYL 2-AMINO-2-DEOXY GLYCOSIDES UNDERGO STEREOSELECTIVE COUPLING UNDER MILD, CHEMOSPECIFIC CONDITIONS [J].
MOOTOO, DR ;
FRASERREID, B .
TETRAHEDRON LETTERS, 1989, 30 (18) :2363-2366
[10]   N-PENTENYL GLYCOSIDES FACILITATE A STEREOSELECTIVE SYNTHESIS OF THE PENTASACCHARIDE CORE OF THE PROTEIN MEMBRANE ANCHOR FOUND IN TRYPANOSOMA-BRUCEI [J].
MOOTOO, DR ;
KONRADSSON, P ;
FRASERREID, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (22) :8540-8542