TOTAL SYNTHESES OF GALACTOSIDASE INHIBITORS (+)-GALACTOSTATIN AND (+)-1-DEOXYGALACTOSTATIN

被引:46
作者
AOYAGI, S [1 ]
FUJIMAKI, S [1 ]
YAMAZAKI, N [1 ]
KIBAYASHI, C [1 ]
机构
[1] TOKYO COLL PHARM,HACHIOJI,TOKYO 19203,JAPAN
关键词
D O I
10.1021/jo00002a057
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
beta-Galactosidase inhibitors, (+)-galactostatin and its 1-deoxy analogue (+)-deoxygalactostatin, have been synthesized by utilizing the allylic alcohol 7 as a common chiral building block.
引用
收藏
页码:815 / 819
页数:5
相关论文
共 27 条
  • [1] SYNTHESIS OF (+)-1,5-DIDEOXY-1,5-IMINO-D-GALACTITOL, A POTENT ALPHA-D-GALACTOSIDASE INHIBITOR
    BERNOTAS, RC
    PEZZONE, MA
    GANEM, B
    [J]. CARBOHYDRATE RESEARCH, 1987, 167 : 305 - 311
  • [2] DAIGO K, 1986, CHEM PHARM BULL, V34, P2243
  • [3] DILITHIUM TETRABROMONICKELATE(II) AS A SOURCE OF SOFT NUCLEOPHILIC BROMIDE - REACTION WITH EPOXIDES
    DAWE, RD
    MOLINSKI, TF
    TURNER, JV
    [J]. TETRAHEDRON LETTERS, 1984, 25 (19) : 2061 - 2064
  • [5] ISOLATION AND STRUCTURE OF AN UNUSUAL CYCLIC AMINO ALDITOL FROM A LEGUME
    FELLOWS, LE
    BELL, EA
    LYNN, DG
    PILKIEWICZ, F
    MIURA, I
    NAKANISHI, K
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (22) : 977 - 978
  • [6] FURTHER-STUDIES ON STEREOSPECIFIC EPOXIDATION OF ALLYLIC ALCOHOLS
    HASAN, I
    KISHI, Y
    [J]. TETRAHEDRON LETTERS, 1980, 21 (44) : 4229 - 4232
  • [7] ENANTIOSELECTIVE SYNTHESIS OF (+)-CITREOVIRAL USING ASYMMETRIC HYDROXYLATION OF TIGLATE ESTERS
    HATAKEYAMA, S
    MATSUI, Y
    SUZUKI, M
    SAKURAI, K
    TAKANO, S
    [J]. TETRAHEDRON LETTERS, 1985, 26 (52) : 6485 - 6488
  • [8] STERIC MODELS FOR STEREOSELECTIVITY OF NITRILE OXIDE CYCLOADDITIONS TO CHIRAL ALKENES
    HOUK, KN
    DUH, HY
    WU, YD
    MOSES, SR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) : 2754 - 2755
  • [9] STEREOSELECTIVE NITRILE OXIDE CYCLO-ADDITIONS TO CHIRAL ALLYL ETHERS AND ALCOHOLS - THE INSIDE ALKOXY EFFECT
    HOUK, KN
    MOSES, SR
    WU, YD
    RONDAN, NG
    JAGER, V
    SCHOHE, R
    FRONCZEK, FR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (13) : 3880 - 3882
  • [10] TOTAL SYNTHESIS OF (+)-NOJIRIMYCIN AND (+)-1-DEOXYNOJIRIMYCIN
    IIDA, H
    YAMAZAKI, N
    KIBAYASHI, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (15) : 3337 - 3342