Novel concepts in directed biaryl synthesis.: Part 107.: Synthesis of enantiopure axially chiral C3-symmetric tripodal ligands and their application as catalysts in the asymmetric addition of dialkylzinc to aldehydes

被引:45
作者
Bringmann, G [1 ]
Pfeifer, RM [1 ]
Rummey, C [1 ]
Hartner, K [1 ]
Breuning, M [1 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
ENANTIOSELECTIVE ADDITION; NATURAL-PRODUCTS; AROMATIC-ALDEHYDES; CARBONYL-COMPOUNDS; LACTONE CONCEPT; REAGENTS; DIETHYLZINC; RECOGNITION; DERIVATIVES; COMPLEXES;
D O I
10.1021/jo034697t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective synthesis of a novel-type C-3-symmetric tripodal ligand that is composed of a central mesitylene-derived core and three functionalized, axially chiral biaryl subunits is described. The triol (M,M,M)-3 is a suitable catalyst for the enantioselective addition of dialkylzinc to various aromatic aldehydes with asymmetric inductions of up to 98% ee.
引用
收藏
页码:6859 / 6863
页数:5
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