THE ORIGIN OF HIGH ENANTIOSELECTIVITY IN THE DIHYDROXYLATION OF OLEFINS USING OSMIUM TETRAOXIDE AND CINCHONA ALKALOID CATALYSTS

被引:54
作者
KOLB, HC [1 ]
ANDERSSON, PG [1 ]
BENNANI, YL [1 ]
CRISPINO, GA [1 ]
JEONG, KS [1 ]
KWONG, HL [1 ]
SHARPLESS, KB [1 ]
机构
[1] Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
关键词
D O I
10.1021/ja00078a096
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:12226 / 12227
页数:2
相关论文
共 20 条
  • [1] SYNTHESES AND CRYSTAL-STRUCTURES OF THE CINCHONA ALKALOID DERIVATIVES USED AS LIGANDS IN THE OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION OF OLEFINS
    AMBERG, W
    BENNANI, YL
    CHADHA, RK
    CRISPINO, GA
    DAVIS, WD
    HARTUNG, J
    JEONG, KS
    OGINO, Y
    SHIBATA, T
    SHARPLESS, KB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) : 844 - 849
  • [2] MECHANISM OF FORMATION OF BIS(PYRIDINE)OXOOSMIUM(VI) ESTERS - EFFECT OF PYRIDINE ACTIVITY ON APPARENT RATE LAW
    CLARK, RL
    BEHRMAN, EJ
    [J]. INORGANIC CHEMISTRY, 1975, 14 (06) : 1425 - 1426
  • [3] THE ORIGIN OF HIGH ENANTIOSELECTIVITY IN THE DIHYDROXYLATION OF OLEFINS USING OSMIUM TETRAOXIDE AND CINCHONA ALKALOID CATALYSTS
    COREY, EJ
    NOE, MC
    SARSHAR, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) : 3828 - 3829
  • [4] THE ORIGIN OF ENANTIOSELECTIVITY IN THE DIHYDROXYLATION OF OLEFINS BY OSMIUM-TETROXIDE AND CINCHONA ALKALOID DERIVATIVES
    COREY, EJ
    LOTTO, GI
    [J]. TETRAHEDRON LETTERS, 1990, 31 (19) : 2665 - 2668
  • [5] IMPROVED ENANTIOSELECTIVITY IN ASYMMETRIC DIHYDROXYLATIONS OF TERMINAL OLEFINS USING PYRIMIDINE LIGANDS
    CRISPINO, GA
    JEONG, KS
    KOLB, HC
    WANG, ZM
    XU, DQ
    SHARPLESS, KB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (15) : 3785 - 3786
  • [6] CRISPINO GA, IN PRESS TETRAHEDRON
  • [7] TEMPERATURE EFFECTS IN ASYMMETRIC DIHYDROXYLATION - EVIDENCE FOR A STEPWISE MECHANISM
    GOBEL, T
    SHARPLESS, KB
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (09): : 1329 - 1331
  • [8] KINETIC ROLE OF THE ALKALOID LIGANDS IN ASYMMETRIC CATALYTIC DIHYDROXYLATION
    JACOBSEN, EN
    MARKO, I
    FRANCE, MB
    SVENDSEN, JS
    SHARPLESS, KB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) : 737 - 739
  • [9] JORGENSEN KA, 1990, CHEM REV, V90, P1483
  • [10] KOLB HC, UNPUB