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 [J].
ALVAREZ, E ;
NUNEZ, MT ;
MARTIN, VS .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3429-3431
[2]   A HIGHLY REGIOSELECTIVE CONVERSION OF EPOXIDES TO HALOHYDRINS BY LITHIUM HALIDES [J].
BAJWA, JS ;
ANDERSON, RC .
TETRAHEDRON LETTERS, 1991, 32 (26) :3021-3024
[3]   REGIOSELECTIVE OPENING OF EPOXY ALCOHOLS - MILD CHEMOSELECTIVE AND STEREOSELECTIVE PREPARATION OF IODOHYDRINS AND 1,2-DIOLS [J].
BONINI, C ;
RIGHI, G ;
SOTGIU, G .
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 [J].
BONINI, C ;
DIFABIO, R ;
SOTGIU, G ;
CAVAGNERO, S .
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 [J].
BOVICELLI, P ;
MINCIONE, E ;
ORTAGGI, G .
TETRAHEDRON LETTERS, 1991, 32 (30) :3719-3722
[7]   THE 1ST PRACTICAL METHOD FOR ASYMMETRIC EPOXIDATION [J].
KATSUKI, T ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) :5974-5976
[8]   ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY (SALEN)MANGANESE COMPLEXES [J].
ZHANG, W ;
LOEBACH, JL ;
WILSON, SR ;
JACOBSEN, EN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) :2801-2803