1,6-epithio- and 1,6-episeleno-beta-D-glucopyranose: Useful adjuncts in the synthesis of 6-deoxy-beta-D-glucopyranosides

被引：8
|
作者：
Stick, RV
Tilbrook, DMG
Williams, SJ
机构：
[1] Department of Chemistry, University of Western Australia, Nedlands
来源：
TETRAHEDRON LETTERS | 1997年 / 38卷 / 15期
基金：
澳大利亚研究理事会;
关键词：
D O I：
10.1016/S0040-4039(97)00458-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The treatment of derivatives of 1,6-epithio- and 1,6-episeleno-beta-D-glucopyranose with various carbohydrate alcohols in the presence of N-iodosuccinimide/triflic acid gives rise to di sulfides and diselenides, respectively, which may be transformed to the desired 6-deoxy-beta-D-glucopyranosides. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码：2741 / 2744
页数：4
相关论文
共 50 条
  • [31] 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE (BETA-GLUCOSAN), A CONSTITUENT OF HUMAN-URINE
    DORLAND, L
    WADMAN, SK
    DEJONGE, HF
    KETTING, D
    CLINICA CHIMICA ACTA, 1986, 159 (01) : 11 - 16
  • [32] SYNTHESIS OF 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE AND D-GLUCOSYL OLIGOSACCHARIDES FROM MALTOSE BY A FUNGAL GLUCOSYLTRANSFERASE
    PAZUR, JH
    TOMINAGA, Y
    DEBROSSE, CW
    JACKMAN, LM
    CARBOHYDRATE RESEARCH, 1978, 61 (MAR) : 279 - 290
  • [33] 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE DERIVATIVES AS GLYCOSYL DONORS FOR THIOGLYCOSIDATION REACTIONS
    WANG, LX
    SAKAIRI, N
    KUZUHARA, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (06): : 1677 - 1682
  • [34] NOVEL ENZYMIC TRANSFER-REACTION RESULTING IN SYNTHESIS OF 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE
    PAZUR, JH
    TOMINAGA, Y
    FORSBERG, LS
    ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1977, 182 (02) : 774 - 775
  • [35] PREPARATION OF 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE (LEVOGLUCOSAN) BY USING METHYL SULFOXIDE
    FISCHER, MH
    CARBOHYDRATE RESEARCH, 1968, 8 (03) : 354 - &
  • [36] THE MULTIPLE CONFORMATIONS OF A CYCLIC DISACCHARIDE - DI-BETA-D-GLUCOPYRANOSE 1,6'-1',6-DIANHYDRIDE HEXAACETATE
    GAGNAIRE, D
    PEREZ, S
    TRAN, V
    CARBOHYDRATE RESEARCH, 1980, 82 (02) : 185 - 194
  • [37] ALTERNATIVE SYNTHESIS AND REGIOSELECTIVE COUPLING OF 1,6-ANHYDRO-2-AZIDO-2-DEOXY-BETA-D-GALACTOPYRANOSE AND 1,6-ANHYDRO-2-AZIDO-2-PHTHALIMIDO-2-DEOXY-BETA-D-GALACTOPYRANOSE
    KLOOSTERMAN, M
    DEHEY, HT
    DEWIT, D
    VANBOOM, JH
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1986, 105 (7-8): : 229 - 231
  • [38] PARTIAL METHANOLYSIS AND HYDRAZINOLYSIS OF SOME DERIVATIVES OF 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE
    KUCAR, S
    TVAROSKA, I
    ZEMEK, J
    ANDERLE, D
    MATULOVA, M
    CHEMICAL PAPERS, 1988, 42 (03): : 389 - 399
  • [39] THE CHAIR BOAT CONFORMATIONAL EQUILIBRIA OF 1,6-ANHYDRO-BETA-D-GLUCOPYRANOSE AND DERIVATIVES
    GRINDLEY, TB
    CUDE, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 204 : 83 - CARB
  • [40] 3-AMMONIO-1,6-ANHYDRO-3-DEOXY-BETA-D-GLUCOPYRANOSE CHLORIDE MONOHYDRATE
    MALUSZYNSKA, H
    TAKAGI, S
    JEFFREY, GA
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (JUN15): : 1792 - 1796
12345