SYNTHETIC STUDIES ON THE 1-HYDROXY NORTROPANE SYSTEM .3. TOTAL ENANTIOSELECTIVE SYNTHESIS OF (-)-CALYSTEGINE-B2

被引:29
作者
BOYER, FD [1 ]
LALLEMAND, JY [1 ]
机构
[1] ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1055/s-1992-21548
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Calystegine B2 {8-azabicyclo[3.2.1]octane-1,2,3,4-tetraol} was prepared from D-glucose via Ferrier reaction, regiospecific ring enlargement of a polysubstituted cyclohexanone and intramolecular cyclisation of 4-aminocycloheptanone.
引用
收藏
页码:969 / 971
页数:3
相关论文
共 10 条
  • [1] FUNCTIONALIZED CARBOCYCLES FROM CARBOHYDRATES .8. UNSATURATED CARBOHYDRATES .28. OBSERVATIONS ON THE CONVERSION OF 6-DEOXYHEX-5-ENOPYRANOSYL COMPOUNDS INTO 2-DEOXYINOSOSE DERIVATIVES
    BLATTNER, R
    FERRIER, RJ
    HAINES, SR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (11): : 2413 - 2416
  • [2] BOYER FD, 1992, SYNLETT, P357
  • [3] DUCLOS O, 1992, COMMUNICATION 0910
  • [4] DUCLOS O, 1992, COMMUNICATION 0909
  • [5] DUCLOS O, 1992, COMMUNICATION 0911
  • [6] SYNTHETIC STUDIES ON THE 1-HYDROXY NORTROPANE SYSTEM - AN APPROACH TO CALYSTEGINES
    DUCROT, PH
    BEAUHAIRE, J
    LALLEMAND, JY
    [J]. TETRAHEDRON LETTERS, 1990, 31 (27) : 3883 - 3886
  • [7] STRUCTURE OF THE CALYSTEGINES - NEW ALKALOIDS OF THE NORTROPANE FAMILY
    DUCROT, PH
    LALLEMAND, JY
    [J]. TETRAHEDRON LETTERS, 1990, 31 (27) : 3879 - 3882
  • [8] TROPANE DERIVATIVES FROM CALYSTEGIA-SEPIUM
    GOLDMANN, A
    MILAT, ML
    DUCROT, PH
    LALLEMAND, JY
    MAILLE, M
    LEPINGLE, A
    CHARPIN, I
    TEPFER, D
    [J]. PHYTOCHEMISTRY, 1990, 29 (07) : 2125 - 2127
  • [9] ITO Y, ORG SYN, V59, P113
  • [10] A PLASMID OF RHIZOBIUM-MELILOTI-41 ENCODES CATABOLISM OF 2 COMPOUNDS FROM ROOT EXUDATE OF CALYSTEGIUM-SEPIUM
    TEPFER, D
    GOLDMANN, A
    PAMBOUKDJIAN, N
    MAILLE, M
    LEPINGLE, A
    CHEVALIER, D
    DENARIE, J
    ROSENBERG, C
    [J]. JOURNAL OF BACTERIOLOGY, 1988, 170 (03) : 1153 - 1161