Recent advances in enantioselective copper-catalyzed 1,4-addition

被引:311
作者
Jerphagnon, Thomas [1 ]
Pizzuti, M. Gabriella [1 ]
Minnaard, Adriaan J. [1 ]
Feringa, Ben L. [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
关键词
ASYMMETRIC CONJUGATE ADDITION; QUATERNARY STEREOGENIC CENTERS; CHIRAL PHOSPHORUS LIGANDS; ALKOXY-NHC LIGANDS; DIALKYLZINC REAGENTS; GRIGNARD-REAGENTS; CYCLIC ENONES; ALPHA; BETA-UNSATURATED KETONES; ORGANOMETALLIC REAGENTS; ORGANOZINC REAGENTS;
D O I
10.1039/b816853a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A comprehensive overview of recent literature from 2003 concerning advances in enantioselective copper catalysed 1,4-addition of organometallic reagents to alpha,beta-unsaturated compounds is given in this critical review. About 200 ligands and catalysts are presented, with a focus on stereoselectivities, catalyst loading, ligand structure and substrate scope. A major part is devoted to trapping and tandem reactions and a variety of recent synthetic applications are used to illustrate the practicality and current state of the art of 1,4-addition of organometallic reagents. Finally several mechanistic studies are discussed (162 references).
引用
收藏
页码:1039 / 1075
页数:37
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