Nano-aluminum powder mediated allylation of carbonyl compounds in aqueous media

被引:8
|
作者
Yuan Shi-Zhen [1 ]
Liu Jin [1 ]
机构
[1] Anhui Inst Architecture & Ind, Dept Mat Sci & Engn, Hefei 230022, Anhui, Peoples R China
关键词
nano-aluminum; allylation reaction; aqueous media;
D O I
10.1002/cjoc.200890150
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new and effective Barbier-Grignard allylation of aldehydes or ketones has been carried out with nano-aluminum powder in aqueous 0.1 mol.L-1 NH4Cl (aq.) under an atmosphere of nitrogen. Aromatic carbonyl compounds gave homoallylic alcohols in good yields. The effectiveness of reaction was strongly influenced by the steric environment surrounding the carbonyl group. Aliphatic carbonyl compounds proceeded in low yields. The dominant stereoisomer was an erythro-isomer when an ortho-hydroxyl carbonyl compound was reacted under such a reaction condition.
引用
收藏
页码:804 / 806
页数:3
相关论文
共 24 条
  • [1] Allylation of Carbonyl Compounds Mediated by Aluminum/Fluoride Salts in Water
    Yuan Shizhen
    Liu Jin
    Xu Ling
    Zhu Shaofeng
    CHINESE JOURNAL OF CHEMISTRY, 2010, 28 (04) : 578 - 582
  • [2] Organometallic reactions in aqueous media - Antimony-mediated allylation of carbonyl compounds and the nature of allylstibine intermediates
    Li, LH
    Chan, TH
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2001, 79 (11): : 1536 - 1540
  • [3] Studies towards total synthesis of antillatoxin: Indium-mediated allylation reaction of carbonyl compounds with secondary allylic bromide in aqueous media
    Loh, TP
    Song, HY
    SYNLETT, 2002, (12) : 2119 - 2121
  • [4] Allylation reaction mediated by metals in aqueous media
    Xie, Bin
    Feng, Jianshen
    Zou, Like
    Zhang, Xiulan
    PROGRESS IN CHEMISTRY, 2007, 19 (06) : 920 - 931
  • [5] Coupling Reaction of Carbonyl Compounds Mediated by Gallium Metal in Aqueous Media
    汪志勇
    袁仕祯
    查正根
    张祖德
    ChineseJournalofChemistry, 2003, (09) : 1231 - 1235
  • [6] Coupling reaction of carbonyl compounds mediated by gallium metal in aqueous media
    Wang, ZY
    Yuan, SZ
    Zha, ZG
    Zhang, ZD
    CHINESE JOURNAL OF CHEMISTRY, 2003, 21 (09) : 1231 - 1235
  • [7] Fluorinated graphene improving thermal reaction and combustion characteristics of nano-aluminum powder
    Zhu, Baozhong
    Zhang, Siyi
    Sun, Yunlan
    Ji, Yanwu
    Wang, Jinghui
    THERMOCHIMICA ACTA, 2021, 705
  • [8] Indium-mediated allylation of α-imino esters in aqueous media
    Piao, Xiane
    Jung, Jae-Kyung
    Kang, Han-Young
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2007, 28 (01) : 139 - 142
  • [9] Indium-mediated allylation of aryl trichloromethyl ketones in aqueous media
    Zhi Jian Bao Jun Lu Shun Jun Ji Key Laboratory of Organic Synthesis of Jiangsu Province
    Chinese Chemical Letters, 2007, (09) : 1061 - 1063
  • [10] Indium-mediated allylation of aryl trichloromethyl ketones in aqueous media
    Bao, Zhi Ran
    Lu, Jun
    Ji, Shun Jun
    CHINESE CHEMICAL LETTERS, 2007, 18 (09) : 1061 - 1063