Metal mediated allylation of carbonyl compounds in ionic liquids

被引:34
作者
Law, MC
Wong, KY
Chan, TH [2 ]
机构
[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
关键词
D O I
10.1039/b200924b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In, Sn and Zn metals mediate the allylation of carbonyl compounds in [bmim][BF4] or [emim][BF4] to give the corresponding homoallylic alcohols in good to excellent yields. Tin was found to be the metal of choice among the metals examined.
引用
收藏
页码:161 / 164
页数:4
相关论文
共 22 条
[1]  
ANASTAS PT, 2001, ACS S SERIES, V819
[2]   Metal mediated solvent free synthesis of homoallylic alcohols [J].
Andrews, PC ;
Peatt, AC ;
Raston, CL .
GREEN CHEMISTRY, 2001, 3 (06) :313-315
[3]  
[Anonymous], 1999, CHEM SYNTHESIS USING
[4]   Organometallic reactions in aqueous media. The nature of the organotin intermediate in the tin-mediated allylation of carbonyl compounds [J].
Chan, TH ;
Yang, Y ;
Li, CJ .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12) :4452-4455
[5]   Indium-mediated organometallic reactions in aqueous media: The nature of the allylindium intermediate [J].
Chan, TH ;
Yang, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (13) :3228-3229
[6]   1993 RU-LEMIEUX-AWARD-LECTURE - ORGANOMETALLIC-TYPE REACTIONS IN AQUEOUS-MEDIA - A NEW CHALLENGE IN ORGANIC-SYNTHESIS [J].
CHAN, TH ;
LI, CJ ;
LEE, MC ;
WEI, ZY .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1994, 72 (05) :1181-1192
[7]   Ionic liquids: a convenient solvent for environmentally friendly allylation reactions with tetraallylstannane [J].
Gordon, CM ;
McCluskey, A .
CHEMICAL COMMUNICATIONS, 1999, (15) :1431-1432
[8]   Aldehyde allylation in liquid carbon dioxide [J].
Haberman, JX ;
Irvin, GC ;
John, VT ;
Li, CJ .
GREEN CHEMISTRY, 1999, 1 (06) :265-267
[9]  
HOLBREY JD, 1999, J CHEM SOC DA, P2701
[10]  
ISSAC MB, 1995, TETRAHEDRON LETT, V36, P8957