CATALYTIC STEREOSELECTIVE SYNTHESIS OF ALPHA-RIBOFURANOSIDE OR BETA-RIBOFURANOSIDE BY COMBINED USE OF SILVER SALTS AND LITHIUM PERCHLORATE OR DIPHENYLTIN SULFIDE

被引：19

作者：

MUKAIYAMA, T

SHIMOMURA, N

机构：

来源：

CHEMISTRY LETTERS | 1993年 / 05期

关键词：

D O I：

10.1246/cl.1993.781

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic stereoselective synthesis of 1,2-cis- or 1,2-trans-ribofuranosides from 1-O-iodoacetylribofuranose and alkyl trimethylsilyl ethers is efficiently promoted by combined use of silver salts and lithium perchlorate or diphenyltin sulfide (Ph2Sn=S) under mild conditions.

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页码：781 / 784

页数：4

相关论文

共 18 条

[1]

FOND MJ, 1990, SYNLETT, P331

[2]

HANESSIAN S, 1976, TETRAHEDRON LETT, P657

[3] CHEMISTRY OF GLYCOSIDIC LINKAGE - O-GLYCOSYLATIONS CATALYZED BY STANNIC CHLORIDE, IN D-RIBOFURANOSE AND D-GLUCOPYRANOSE SERIES [J].

HANESSIAN, S ;

BANOUB, J .

CARBOHYDRATE RESEARCH, 1977, 59 (01) :261-267

[4] GLUCOSYLATION USING GLUCOPYRANOSYL DIMETHYLPHOSPHINOTHIOATE [J].

INAZU, T ;

HOSOKAWA, H ;

SATOH, Y .

CHEMISTRY LETTERS, 1985, (03) :297-300

[5] A NOVEL GLYCOSYLATION REACTION OF 2-AMINO-2-DEOXY-D-GLUCOPYRANOSE USING DIMETHYLPHOSPHINOTHIOATE [J].

INAZU, T ;

YAMANOI, T .

CHEMISTRY LETTERS, 1989, (01) :69-72

[6] TOTAL SYNTHESIS OF THE ANTHELMINTIC MACROLIDE AVERMECTIN B1A [J].

LEY, SV ;

ARMSTRONG, A ;

DIEZMARTIN, D ;

FORD, MJ ;

GRICE, P ;

KNIGHT, JG ;

KOLB, HC ;

MADIN, A ;

MARBY, CA ;

MUKHERJEE, S ;

SHAW, AN ;

SLAWIN, AMZ ;

VILE, S ;

WHITE, AD ;

WILLIAMS, DJ ;

WOODS, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (04) :667-692

[7] AN EFFICIENT METHOD FOR THE PREPARATION OF CARBOXYLIC ESTERS VIA MIXED ANHYDRIDES BY THE PROMOTION OF A CATALYTIC AMOUNT OF LEWIS ACID [J].

MUKAIYAMA, T ;

SHIINA, I ;

MIYASHITA, M .

CHEMISTRY LETTERS, 1992, (04) :625-628

[8] A HIGHLY STEREOSELECTIVE SYNTHESIS OF BETA-GLUCOSIDES FROM PENTAACYLGLUCOPYRANOSE AND ALKYL SILYL ETHER BY THE USE OF A CATALYTIC AMOUNT OF ACTIVE SPECIES GENERATED FROM METHYLTRICHLOROSILANE AND SILVER PERCHLORATE [J].

MUKAIYAMA, T ;

KATSURADA, M ;

IIDA, Y .

CHEMISTRY LETTERS, 1992, (11) :2105-2108

[9] DEHYDRATION AND ALKYLATION REACTIONS BY USE OF PERCHLORATE SALTS [J].

MUKAIYAMA, T ;

UEKI, M ;

IZAWA, T ;

KUWAHARA, M .

CHEMISTRY LETTERS, 1972, (04) :287-+

[10] A NEW AND EFFICIENT METHOD FOR THE PREPARATION OF S-PHENYL CARBOTHIOATES VIA MIXED ANHYDRIDES USING ACTIVE TITANIUM(IV) SALTS [J].

MUKAIYAMA, T ;

MIYASHITA, M ;

SHIINA, I .

CHEMISTRY LETTERS, 1992, (09) :1747-1750