Indium(I)-Catalyzed Asymmetric Allylation, Crotylation, and α-Chloroallylation of Hydrazones with Rare Constitutional and High Configurational Selectivities

被引:68
作者
Chakrabarti, Ananya [1 ]
Konishi, Hideyuki [1 ]
Yamaguchi, Miyuki [1 ]
Schneider, Uwe [1 ]
Kobayashi, Shu [1 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, HFRE Div,ERATO,Japan Sci & Technol Agcy,Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
asymmetric catalysis; boron; C-C coupling; indium; semicorrin; N-ACYLHYDRAZONES; ALLYLIC CARBONATES; PI-ALLYLPALLADIUM; INDIUM(I) IODIDE; ENANTIOSELECTIVE ALLYLATION; STRUCTURAL-CHARACTERIZATION; STEREOSELECTIVE-SYNTHESIS; PINACOLYL ALLYLBORONATE; MEDIATED ALLYLATION; MONOMERIC INDIUM(I);
D O I
10.1002/anie.200906308
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The hydra-zone: The first example of asymmetric In catalysis had been developed. In I combined with a chiral semicorrin ligand (L*) is an effective catalyst for enantioselective allylation, crotylation and α-chloroallylation of hydrazones. In the two latter cases, C-C bond formations proceeded with high selectivity where both reactive aliphatic C-Cl and aromatic O-H bonds were tolerated. Chemical equation representation © 2010 Wiley-VCH Verlag GmbH & Co. KGaA www.angewandte.org.
引用
收藏
页码:1838 / 1841
页数:4
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