Novel axially chiral bis-arylthiourea-based organocatalysts for asymmetric Friedel-Crafts type reactions

Novel axially chiral bis-arylthiourea-based organocatalysts for asymmetric Friedel-Crafts type reactions
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DOI:
10.1016/j.tetlet.2006.07.112
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发表时间:
2006-09-25
影响因子:
1.8
通讯作者:
Connon, Stephen J.
Connon, Stephen J.
中科院分区:
化学4区
文献类型:
--
作者:
Fleming, Eimear M.;McCabe, Thomas;Connon, Stephen J.

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研究表明,催化量(10-20 mol%)的新型轴向手性双芳基硫脲可促进吲哚和 N-甲基吲哚与硝基烯烃的不对称有机催化弗瑞德-克来福特型加成。最佳催化剂能够促进具有挑战性的底物(例如N-甲基吲哚和带有脂肪族β-取代基的硝基烯烃)之间的反应,并具有有机催化系统前所未有的对映选择性。 (c) 2006 Elsevier Ltd. 保留所有权利。
It has been shown that catalytic amounts (10-20 mol %) of novel axially chiral bis-arylthioureas promote the asymmetric organocatalytic Friedel-Crafts type addition of indole and N-methylindole to nitroolefins. The optimum catalyst is capable of promoting the reaction between challenging substrates such as N-methylindole and nitroolefins bearing aliphatic beta-substituents with enantioselectivity unprecedented for an organocatalytic system. (c) 2006 Elsevier Ltd. All rights reserved.