Catalytic enantioselective conjugate addition of indoles to simple α,β-unsaturated ketones

被引:104
作者
Bandini, M [1 ]
Fagioli, M [1 ]
Melchiorre, P [1 ]
Melloni, A [1 ]
Umani-Ronchi, A [1 ]
机构
[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
aluminium; asymmetric catalysis; indole; ketones; Michael reaction;
D O I
10.1016/S0040-4039(03)01400-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral [AI(salen)Cl] complex (10 mol%) in the presence of 2,6-lutidine (10 mol%) was found to be effective in catalysing the enantioselective Friedel-Crafts-type conjugate addition of indoles (3) to (E)-arylcrotyl ketones (2), furnishing the corresponding P-indolyl ketones in excellent yield and high en antioselectivity (ee up to 89%). (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5843 / 5846
页数:4
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