An efficient diastereoselective synthesis of β-1-formyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside

被引：20
|
作者：
Labéguère, F [1 ]
Lavergne, JP [1 ]
Martinez, J [1 ]
机构：
[1] Univ Montpellier 2, CNRS, UMR 5810, Lab Aminoacides Peptides & Prot, F-34095 Montpellier 5, France
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 40期
关键词：
D O I：
10.1016/S0040-4039(02)01477-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A diastereoselective synthesis of beta-1-formyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside in four steps, using an umpolung Seebach reaction is described. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：7271 / 7272
页数：2
相关论文
共 50 条
  • [21] PMR AND CMR SPECTROSCOPY OF METHYL 2,3,4,6-TETRA-O-METHYL-ALPHA-D-GLUCOPYRANOSIDE AND 2,3,4,6-TETRA-O-METHYL-BETA-D-GLUCOPYRANOSIDE - APPLICATION TO IDENTIFICATION OF PARTIALLY METHYLATED GLUCOSES
    HAVERKAMP, J
    VANDONGE.JP
    VLIEGENTHART, JF
    TETRAHEDRON, 1973, 29 (21) : 3431 - 3439
  • [22] 4-(Dimethoxymethyl)phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
    Zipp, Caitlin F.
    Fernandes, Manuel
    Marques, Helder M.
    Michael, Joseph P.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1202 - +
  • [23] 2-bromoethyl 2,3,4,6-tetra-O-acetyl-β-D- glucopyranoside
    Halasz, I
    Odzak, R
    Tomic, S
    Matkovic-Calogovic, D
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O2644 - O2645
  • [24] p-Nitrophenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
    Abboud, KA
    Toporek, SS
    Horenstein, BA
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1997, 53 : 118 - 120
  • [25] 6,7,8,10-Tetra-O-benzyl-1,2,3,4-tetradeoxy-alpha-D-gluco-dec-5-ulopyranosyl 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranoside
    Yamanoi, Takashi
    Inoue, Ryo
    Oda, Yoshiki
    Hamasaki, Keita
    MOLBANK, 2010, (02) : 1 - 4
  • [26] DIRECT GLUCOSIDATION OF 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE
    KOTO, S
    HAMADA, Y
    ZEN, S
    CHEMISTRY LETTERS, 1975, (06) : 587 - 588
  • [27] 2,3,4,6-tetra-O-acetyl-O-(p-tert-butylphenyl)-β-D-glucopyranoside
    Ansari, Farzana Latif
    Sultana, Sajida
    Corrente, Andrea M.
    Parvez, Masood
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O3139 - O3141
  • [28] A CONVENIENT SYNTHESIS OF BOTH THE ANOMERS OF ETHYL (2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSYL)ACETATE
    MONTI, D
    GRAMATICA, P
    SPERANZA, G
    MANITTO, P
    TETRAHEDRON LETTERS, 1987, 28 (42) : 5047 - 5048
  • [29] PREPARATION + POLYMERIZATION OF 1,2-EPOXYPROPYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
    DASGUPTA, P
    WHISTLER, RL
    JOURNAL OF POLYMER SCIENCE PART A-GENERAL PAPERS, 1964, 2 (6PA): : 2555 - &
  • [30] A FACILE SYNTHESIS OF 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSYLIDENE ACETALS USING TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE CATALYST
    YOSHIMURA, J
    HORITO, S
    HASHIMOTO, H
    CHEMISTRY LETTERS, 1981, (03) : 375 - 376
12345