Highly efficient Barbier allylation from allyl alcohol using iridium(I)/tin(II): Unusual and indirect roles of allyl alcohol and tin

被引:29
作者
Banerjee, M [1 ]
Roy, S [1 ]
机构
[1] Indian Inst Technol, Organomet & Catalysis Lab, Dept Chem, Kharagpur 721302, W Bengal, India
关键词
Barbier allylation; homoallylic alcohol; diallyl ether; allyl transfer; pi-allyl-iridium;
D O I
10.1016/j.molcata.2005.11.009
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 [物理化学]; 081704 [应用化学];
摘要
A reagent combination of SnCl2 and catalytic [Ir(COD)Cl](2) (1 mol%) in THF-H2O promotes the reaction of allyl alcohol and aldehyde leading to homoallyl alcohols in good to excellent yields. Control studies suggest the plausible participation of pi-allyl-iridium intermediate(s) from which direct allyl transfer takes place to aldehyde. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:231 / 236
页数:6
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