Catalytic Asymmetric Mannich Reaction of Glycine Derivatives with N-Tosylimines using Copper(I)/TF-BiphamPhos Complex

被引:45
作者
Liang, Gang [1 ]
Tong, Min-Chao [1 ]
Tao, Haiyan [1 ]
Wang, Chun-Jiang [1 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; diastereoselectivity; enantioselectivity; glycine Schiff bases; Mannich reaction; N-tosylimines; PHASE-TRANSFER CATALYSIS; SCHIFF-BASES; ENANTIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; IMINES; TARTRATE; REVERSAL; ACIDS;
D O I
10.1002/adsc.201000252
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The direct asymmetric Mannich reaction of glycine Schiff bases with N-tosylimines has been developed with the tetrakis(acetonitrile)copper(1) tetrafluoroborate [Cu(CH3CN)(4)BF4]/TF-BiphamPhos complex This catalytic system performs well over a broad range of substrates. furnishing anti-adducts of various alpha,beta-diamino acid esters in good yields with up to 94 6 diastereoselectivity and 97% enantioselectivity.
引用
收藏
页码:1851 / 1855
页数:5
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