Enantioselective nitrone cycloadditions of α,β-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes

被引:135
作者
Evans, David A. [1 ]
Song, Hyun-Ji [1 ]
Fandrick, Keith R. [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
关键词
1,3-DIPOLAR CYCLOADDITION; ASYMMETRIC CATALYSIS; LANTHANIDE COMPLEXES; ORGANIC-SYNTHESIS; LEWIS-ACID; TRIFLUOROMETHANESULFONATE; ALKYLATIONS; LIGANDS; ALDOL;
D O I
10.1021/ol061223i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective nitrone cycloadditions with, ss-substituted alpha,ss-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl) pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized, ss'- hydroxy-ss-amino acid derivatives.
引用
收藏
页码:3351 / 3354
页数:4
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