Synthesis of 1,2-cis-C-glycofuranosides derived from non-protected aldoses

被引:6
|
作者
Lievre, C [1 ]
Humez, S [1 ]
Frechou, C [1 ]
Demailly, G [1 ]
机构
[1] UNIV PICARDIE,FAC SCI,CHIM ORGAN LAB,F-80039 AMIENS,FRANCE
关键词
D O I
10.1016/S0040-4039(97)01367-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of D-glucose, D-galactose or D-xylose with carbomethoxymethylenetriphenylarsonium ylide in refluxing dioxane leads to corresponding 3,6-anhydro-2-deoxy-octono or heptano-1,4-lactones in good yield (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:6003 / 6006
页数:4
相关论文
共 50 条
  • [1] STEREOSELECTIVE SYNTHESIS OF 1,2-CIS-GLYCOFURANOSIDES USING GLYCOFURANOSYL FLUORIDES
    MUKAIYAMA, T
    HASHIMOTO, Y
    SHODA, S
    CHEMISTRY LETTERS, 1983, (06) : 935 - 938
  • [2] Indirect approach to C-3 branched 1,2-cis-glycofuranosides: synthesis of aceric acid glycoside analogues
    de Oliveira, Marcelo T.
    Hughes, David L.
    Nepogodiev, Sergey A.
    Field, Robert A.
    CARBOHYDRATE RESEARCH, 2008, 343 (02) : 211 - 220
  • [3] Iron porphyrins catalyze the synthesis of non-protected amino acid esters from ammonia and diazoacetates
    Aviv, Iris
    Gross, Zeev
    CHEMICAL COMMUNICATIONS, 2006, (43) : 4477 - 4479
  • [4] Synthesis of enantiopure cis-decalins from microbially-derived cis-1,2-dihydrocatechols
    Banwell, MG
    Dupuche, JR
    CHEMICAL COMMUNICATIONS, 1996, (07) : 869 - 870
  • [5] 1,2-carbonyl transposition of a protected rubanone: Stereoselective synthesis of bicyclic and tricyclic lactams derived from quinidine
    Frackenpohl, J
    Langer, P
    Hoffmann, HMR
    HELVETICA CHIMICA ACTA, 1998, 81 (08) : 1429 - 1438
  • [6] Synthesis of 1,2-cis-Homoiminosugars Derived from GIcNAc and GaINAc Exploiting a β-Amino Alcohol Skeletal Rearrangement
    Bleriot, Yves
    Auberger, Nicolas
    Jagadeesh, Yerri
    Gauthier, Charles
    Prencipe, Giuseppe
    Anh Tuan Tran
    Marrot, Jerome
    Desire, Jerome
    Yamamoto, Arisa
    Kato, Atsushi
    Sollogoub, Matthieu
    ORGANIC LETTERS, 2014, 16 (21) : 5512 - 5515
  • [7] Synthesis of borazines derived from 1,2-aminoalcohols
    De Jesus, Melvin
    Ortiz-Marciales, Margarita
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [8] Rapid routes of synthesis of oligonucleotide conjugates from non-protected oligonucleotides and ligands possessing different nucleophilic or electrophilic functional groups
    Grimm, GN
    Boutorine, AS
    Héléne, C
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2000, 19 (10-12): : 1943 - 1965
  • [9] A general and diastereoselective synthesis of 1,2-cis-hexofuranosides from 1,2-trans-thiofuranosyl donors
    Gelin, M
    Ferrières, V
    Plusquellec, D
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2000, 2000 (08) : 1423 - 1431
  • [10] Synthesis of 1,2-diaminoadamantane and chiral ligands derived from it
    P. A. Man’kova
    V. A. Shiryaev
    Ya. D. Shmel’kova
    A. V. Moiseev
    A. N. Reznikov
    Yu. N. Klimochkin
    Russian Chemical Bulletin, 2023, 72 : 1791 - 1801