Barbier-type allylation of aldehydes and ketones with metallic lead in aqueous media

被引：33
|
作者：
Zhou, JY [1 ]
Jia, Y [1 ]
Sun, GF [1 ]
Wu, SH [1 ]
机构：
[1] FUDAN UNIV,DEPT CHEM,SHANGHAI 200433,PEOPLES R CHINA
来源：
SYNTHETIC COMMUNICATIONS | 1997年 / 27卷 / 11期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1080/00397919708006791
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Homoallylic alcohols can be obtained from allylation of aldehydes and ketones with allyl bromide promoted by metallic lead. These reactions can be carried out smoothly in aqueous media.
引用
收藏
页码：1899 / 1906
页数：8
相关论文
共 50 条
  • [21] Stereoselective Barbier-type allylation reaction of trifluoromethyl aldimines
    Legros, J
    Meyer, F
    Coliboeuf, M
    Crousse, B
    Bonnet-Delpon, D
    Bégué, JP
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (16): : 6444 - 6446
  • [22] Barbier-type diastereoselective allylation of α-amino aldehydes with an enantiopure 2-sulfinylallyl building block
    Márquez, F
    Montoro, R
    Llebaria, A
    Lago, E
    Molins, E
    Delgado, A
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01): : 308 - 311
  • [23] Barbier-type Propargylation of Aldehyde in Aqueous Media Promoted by Metal Tin
    Zhang Yan
    Zhang Hua
    Liu Ling-Yan
    Wang Xin
    Chang Wei-Xing
    Li Jing
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2012, 33 (11): : 2447 - 2451
  • [24] Indium mediated Barbier-type allylation of aldimines in alcoholic solvents
    Vilaivan, T
    Winotapan, C
    Shinada, T
    Ohfune, Y
    TETRAHEDRON LETTERS, 2001, 42 (51) : 9073 - 9076
  • [25] A convenient procedure for bismuth-mediated Barbier-type allylation of aldehydes in water containing fluoride ions
    Smith, K
    Lock, S
    El-Hiti, GA
    Wada, M
    Miyoshi, N
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (06) : 935 - 938
  • [26] Asymmetric indium-mediated Barbier-type allylation reactions with ketones to form homoallylic alcohol products
    Haddad, Terra D.
    Hirayama, Lacie C.
    Taynton, Philip
    Singaram, Bakthan
    TETRAHEDRON LETTERS, 2008, 49 (03) : 508 - 511
  • [27] Diastereoselective allylation of aldehydes with an enantiopure 2-sulfinylallyl halide under environmentally friendly Barbier-type conditions
    Márquez, F
    Llebaria, A
    Delgado, A
    ORGANIC LETTERS, 2000, 2 (04) : 547 - 549
  • [28] Indium-mediated Barbier-type allylation of aldehydes as a convenient method for the highly enantioselective synthesis of homoallylic alcohols
    Hirayama, LC
    Gamsey, S
    Knueppel, D
    Steiner, D
    DeLaTorre, K
    Singaram, B
    TETRAHEDRON LETTERS, 2005, 46 (13) : 2315 - 2318
  • [29] A Novel Indium-Boron Amorphous Alloy Mediator for Barbier-Type Carbonyl Allylation in Aqueous Medium
    Li, Hui
    Dong, Fuxing
    Xiong, Mingwen
    Li, Hexing
    Li, Ping
    Zhou, Xinggui
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (11-12) : 2131 - 2136
  • [30] Highly regioselective and chemoselective titanocene mediated Barbier-type allylation reactions
    Morcillo, Sara P.
    Martinez-Peragon, Angela
    Jakoby, Verena
    Mota, Antonio J.
    Kube, Christian
    Justicia, Jose
    Cuerva, Juan M.
    Gansaeuer, Andreas
    CHEMICAL COMMUNICATIONS, 2014, 50 (17) : 2211 - 2213
12345