IODONIUM PROMOTED REACTIONS OF DISARMED THIOGLYCOSIDES

被引：580

作者：

KONRADSSON, P ^{[1
]}

UDODONG, UE ^{[1
]}

FRASERREID, B ^{[1
]}

机构：

[1] DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 30期

关键词：

D O I：

10.1016/S0040-4039(00)97609-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Iodosuccinimide/trifluoromethanesulfonic acid, which had been shown to promote the solvolysis of disarmed n-pentenyl glycosides, has been found to induce the same reactivity with disarmed thioglycosides as substrates. © 1990.

引用

页码：4313 / 4316

页数：4

共 17 条

[1] USE OF SULFENYL HALIDES IN CARBOHYDRATE REACTIONS .1. ALKYL SULFENYL TRIFLATE AS ACTIVATOR IN THE THIOGLYCOSIDE-MEDIATED FORMATION OF BETA-GLYCOSIDIC LINKAGES DURING OLIGOSACCHARIDE SYNTHESIS
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[2] THIOGLYCOSIDES AS GLYCOSYLATING AGENTS IN OLIGOSACCHARIDE SYNTHESIS
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[3] ON THE DIRECT EPOXIDATION OF GLYCALS - APPLICATION OF A REITERATIVE STRATEGY FOR THE SYNTHESIS OF BETA-LINKED OLIGOSACCHARIDES
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[4] NOVEL APPROACHES TO GLYCOSIDE SYNTHESIS - BENZENESELENENYL TRIFLATE AS A PROMOTER OF THIOGLYCOSIDES - A NEW METHOD FOR O-GLYCOSYLATION USING THIOGLYCOSIDES
ITO, Y
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[J]. TETRAHEDRON LETTERS, 1988, 29 (09) : 1061 - 1064
[5] IODONIUM ION GENERATED INSITU FROM N-IODOSUCCINIMIDE AND TRIFLUOROMETHANESULFONIC ACID PROMOTES DIRECT LINKAGE OF DISARMED PENT-4-ENYL GLYCOSIDES
KONRADSSON, P
MOOTOO, DR
MCDEVITT, RE
FRASEREID, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (03) : 270 - 272
[6] HALOGENATION OF AROMATIC COMPOUNDS BY N-BROMO- AND N-CHLOROSUCCINIMIDE UNDER IONIC CONDITIONS
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ELLIS, WD
PARRY, RJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (01) : 304 - &
[7] SYNTHESIS OF BETA-D-GLUCOPYRANOSYL 2-DEOXY-ALPHA-D-ARABINO-HEXOPYRANOSIDE
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[J]. CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (08): : 2190 - &
[8] SULFURYLCHLORIDE TRIFLUOROMETHANESULFONIC ACID - A NOVEL PROMOTER SYSTEM FOR GLYCOSIDE SYNTHESIS USING THIOGLYCOSIDES AS GLYCOSYL DONORS
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[J]. GLYCOCONJUGATE JOURNAL, 1987, 4 (02) : 117 - 118
[9] MCNELIS E, COMMUNICATION
[10] MEREYALA HN, 1990, 17TH IUPAC INT S CHE

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