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

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• 作者：Bandini ; Marco ; Fagioli ; Matteo ; Melchiorre ; Paolo ; Melloni ; Alfonso ; Umani-Ronchi ; Achille
• 关键词：aluminium ; asymmetric catalysis ; indole ; ketones ; Michael reaction
• 刊名：Tetrahedron Letters
• 出版年：2003
• 出版时间：July 28, 2003
• 年：2003
• 卷：44
• 期：31
• 页码：5843-5846
• 全文大小：174 K

文摘

Chiral [Al(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 (<inter-ref locator-type=""sid"" locator=""S004040390301400X/3"">3</inter-ref>) to (E)-arylcrotyl ketones (<inter-ref locator-type=""sid"" locator=""S004040390301400X/2"">2</inter-ref>), furnishing the corresponding β-indolyl ketones in excellent yield and high enantioselectivity (ee up to 89 % ).