CLEAVAGE OF 2,3-EPOXYALKYLHALIDES BY THE SONOCHEMICAL ZINC COPPER COUPLE

被引：39
作者：
SARANDESES, LA
MOURINO, A
LUCHE, JL
机构：
[1] UNIV GRENOBLE 1,LEDSS,BP 53X,F-38041 GRENOBLE,FRANCE
[2] UNIV SANTIAGO,DEPT QUIM ORGAN,E-15706 SANTIAGO,SPAIN
来源：
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 12期
关键词：
D O I：
10.1039/c39910000818
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
2,3-Epoxyalkylhalides are readily transformed into allylic alcohols when sonicated in the presence of a zinc-copper couple in aqueous ethanol.
引用
收藏
页码：818 / 820
页数：3
相关论文
共 12 条
  • [1] RADICAL-INDUCED RING-OPENING OF EPOXIDES - A CONVENIENT ALTERNATIVE TO THE WHARTON REARRANGEMENT
    BARTON, DHR
    MOTHERWELL, RSH
    MOTHERWELL, WB
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (08): : 2363 - 2367
  • [2] A NOVEL PROBE FOR FREE-RADICALS FEATURING EPOXIDE CLEAVAGE
    DICKINSON, JM
    MURPHY, JA
    PATTERSON, CW
    WOOSTER, NF
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04): : 1179 - 1184
  • [3] TELLURIDE-MEDIATED STEREOSPECIFIC CONVERSION OF RACEMIC E-ALLYLIC ALCOHOLS TO HOMOCHIRAL Z-ALLYLIC ALCOHOLS - TRANSPOSITION OF PRIMARY AND SECONDARY ALLYLIC ALCOHOLS VIA GLYCIDOL DERIVATIVES
    DISCORDIA, RP
    MURPHY, CK
    DITTMER, DC
    [J]. TETRAHEDRON LETTERS, 1990, 31 (39) : 5603 - 5606
  • [4] DUPUY C, 1991, IN PRESS SYNTH COMMU, V21
  • [5] FIESER LF, 1967, REAGENTS ORGANIC SYN, V1, P1292
  • [6] FREE-RADICAL CYCLIZATION OF UNSATURATED EPOXIDES
    GASH, RC
    MACCORQUODALE, F
    WALTON, JC
    [J]. TETRAHEDRON, 1989, 45 (17) : 5531 - 5538
  • [7] CYCLIZATIONS OF ALLYLOXY RADICALS
    JOHNS, A
    MURPHY, JA
    [J]. TETRAHEDRON LETTERS, 1988, 29 (07) : 837 - 840
  • [8] TETRAKIS[IODO(TRI-NORMAL-BUTYLPHOSPHINE)-COPPER(I)] AND IODO-(2,2'-BIPYRIDINE)-(TRI-NORMAL-BUTYLPHOSPHINE)COPPER(I)
    KAUFFMAN, GB
    TETER, LA
    [J]. INORGANIC SYNTHESES, 1963, 7 : 9 - 12
  • [9] REACTIONS OF 2,3-EPOXYHALIDES - SYNTHESIS OF OPTICALLY-ACTIVE ALLYLIC ALCOHOLS AND HOMOALLYLIC EPOXIDES
    NICOLAOU, KC
    DUGGAN, ME
    LADDUWAHETTY, T
    [J]. TETRAHEDRON LETTERS, 1984, 25 (20) : 2069 - 2072
  • [10] SYNTHESIS OF CARBOCYCLIC SYSTEMS VIA RADICAL-INDUCED EPOXIDE FRAGMENTATION
    RAWAL, VH
    NEWTON, RC
    KRISHNAMURTHY, V
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (18) : 5181 - 5183
12