Stereospecific synthesis of azetidine-cis-2,3-dicarboxylic acid

被引:12
作者
Arakawa, Y [1 ]
Murakami, T [1 ]
Arakawa, Y [1 ]
Yoshifuji, S [1 ]
机构
[1] Hokuriku Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201181, Japan
关键词
azetidine-cis-2,3-dicarboxylic acid; 1,2-dihydropyridine; ruthenium tetroxide; 2-(methoxycarbonyl)-2-azabicyclo[2.2.0]hex-5-ene;
D O I
10.1248/cpb.51.96
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Electrocyclic reaction product of 1-(methoxycarbonyl)-1,2-dihydropyridine was stereospecifically converted by RuO4 oxidation into azetidine-cis-2,3-dicarboxylic acid.
引用
收藏
页码:96 / 97
页数:2
相关论文
共 12 条
  • [1] Arakawa Y, 1997, CHEM PHARM BULL, V45, P255
  • [2] Arakawa Y, 1998, CHEM PHARM BULL, V46, P674
  • [3] SYNTHESIS AND STUDY OF N-SUBSTITUTED 1,2-DIHYDROPYRIDINES
    BEEKEN, P
    BONFIGLIO, JN
    HASAN, I
    PIWINSKI, JJ
    WEINSTEIN, B
    ZOLLO, KA
    FOWLER, FW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (22) : 6677 - 6682
  • [4] SYNTHESIS OF N-SUBSTITUTED 1,2-DIHYDROPYRIDINES
    BONFIGLIO, JN
    HASAN, I
    PIWINSKI, JJ
    WEINSTEIN, B
    FOWLER, FW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (08) : 2344 - 2345
  • [5] CONFORMATIONALLY RESTRICTED INHIBITORS OF THE HIGH-AFFINITY L-GLUTAMATE TRANSPORTER
    BRIDGES, RJ
    LOVERING, FE
    HUMPHREY, JM
    STANLEY, MS
    BLAKELY, TN
    CRISTOFARO, MF
    CHAMBERLIN, AR
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (01) : 115 - &
  • [6] FOWLER FW, 1972, J ORG CHEM, V37, P1321
  • [7] A novel synthesis of 2-azabicyclo[2.1.1]hexane from pyridine
    Krow, GR
    Lee, YB
    Lester, WS
    Christian, H
    Shaw, DA
    Yuan, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) : 8558 - 8560
  • [8] 2-azabicyclo[2.1.1]hexanes. 2. Substituent effects on the bromine-mediated rearrangement of 2-azabicyclo[2.2.0]hex-5-enes
    Krow, GR
    Lee, YB
    Lester, WS
    Liu, N
    Yuan, J
    Duo, JQ
    Herzon, SB
    Nguyen, Y
    Zacharias, D
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (05) : 1805 - 1810
  • [9] PHOTOCHEMICAL-REACTION OF 2-AZABICYCLO[3.1.0]HEX-3-ENE - THE FORMATION OF 1-AZAHEXATRIENES AND THE CYCLIZATION TO 1,2-DIHYDROPYRIDINE
    KUMAGAI, T
    SAITO, S
    EHARA, T
    [J]. TETRAHEDRON LETTERS, 1991, 32 (47) : 6895 - 6898
  • [10] KURITA J, 1985, CHEM PHARM BULL, V33, P4572