AN EASY PROCEDURE FOR THE HIGHLY REGIOSELECTIVE CONVERSION OF EPOXIDES TO HALOHYDRINS

被引:35
作者
BONINI, C [1 ]
GIULIANO, C [1 ]
RIGHI, G [1 ]
ROSSI, L [1 ]
机构
[1] UNIV ROME LA SAPIENZA,DIPARTIMENTO CHIM,CTR CNR STUDIO CHIM SOSTANZE ORGAN NAT,I-00185 ROME,ITALY
关键词
D O I
10.1080/00397919208021317
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several epoxides and epoxy alcohols have been opened to the corresponding halohydrins by lithium halides with Amberlyst in CH3CN at room temperature : the reaction proceeds in quantitative yields with high degree of regioselectivity.
引用
收藏
页码:1863 / 1870
页数:8
相关论文
共 8 条
  • [1] MILD AND STEREOCONTROLLED SYNTHESIS OF IODOHYDRINS AND BROMOHYDRINS BY X2-TI(O-ISO-PR)4 OPENING OF EPOXY ALCOHOLS
    ALVAREZ, E
    NUNEZ, MT
    MARTIN, VS
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) : 3429 - 3431
  • [2] A HIGHLY REGIOSELECTIVE CONVERSION OF EPOXIDES TO HALOHYDRINS BY LITHIUM HALIDES
    BAJWA, JS
    ANDERSON, RC
    [J]. TETRAHEDRON LETTERS, 1991, 32 (26) : 3021 - 3024
  • [3] REGIOSELECTIVE OPENING OF EPOXY ALCOHOLS - MILD CHEMOSELECTIVE AND STEREOSELECTIVE PREPARATION OF IODOHYDRINS AND 1,2-DIOLS
    BONINI, C
    RIGHI, G
    SOTGIU, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) : 6206 - 6209
  • [4] OXIRANE RINGS - STUDIES AND APPLICATIONS OF A NEW CHEMO AND REGIO SELECTIVE REDUCTIVE OPENING OF EPOXIDES
    BONINI, C
    DIFABIO, R
    SOTGIU, G
    CAVAGNERO, S
    [J]. TETRAHEDRON, 1989, 45 (10) : 2895 - 2904
  • [5] BONINI C, 1992, IN PRESS TETRAHEDRON
  • [6] CHEMOSELECTIVE AND REGIOSELECTIVE OPENING OF ETHEREAL CARBON-OXYGEN BONDS BY MONOCHLOROBORANE-DIMETHYLSULFIDE
    BOVICELLI, P
    MINCIONE, E
    ORTAGGI, G
    [J]. TETRAHEDRON LETTERS, 1991, 32 (30) : 3719 - 3722
  • [7] THE 1ST PRACTICAL METHOD FOR ASYMMETRIC EPOXIDATION
    KATSUKI, T
    SHARPLESS, KB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) : 5974 - 5976
  • [8] ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY (SALEN)MANGANESE COMPLEXES
    ZHANG, W
    LOEBACH, JL
    WILSON, SR
    JACOBSEN, EN
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) : 2801 - 2803