Regio‐ and Enantioselective Copper‐Catalyzed 1,4‐Conjugate Addition of Trimethylaluminium to Linear α,β,γ,δ‐Unsaturated Alkyl Ketones,Advanced Synthesis & Catalysis

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Regio‐ and Enantioselective Copper‐Catalyzed 1,4‐Conjugate Addition of Trimethylaluminium to Linear α,β,γ,δ‐Unsaturated Alkyl Ketones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2016-08-01 , DOI: 10.1002/adsc.201600375
Xiaoting Wu ₁ , Fang Xie ₁ , Zheng Ling ₁ , Liang Tang ₁ , Wanbin Zhang ₁

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A regio‐ and enantioselective copper‐catalyzed 1,4‐conjugate addition of trimethylaluminium to linear δ‐aryl‐substituted α,β,γ,δ‐unsaturated alkyl ketones was developed. A series of γ,δ‐unsaturated alkyl ketones were obtained in good yields with high regio‐ and enantioselectivity (up to 88% ee and 96:4 dr). Expansion of the reaction scope to substrates containing aromatic heterocycles also afforded good yields and enantioselectivities (up to 91% ee) with very high regioselectivities, exclusively providing the single 1,4‐products.

中文翻译：

区域和对映体选择性铜催化的1,4-共轭三甲基铝与线性α，β，γ，δ-不饱和烷基酮

开发了区域和对映体选择性铜催化的三甲基铝向线性δ-芳基取代的α，β，γ，δ-不饱和烷基酮的1,4-共轭加成反应。以高收率和高区域选择性和对映选择性（高达ee达88％和dr：96：4 ）获得了一系列γ，δ-不饱和烷基酮。将反应范围扩大到含有芳族杂环的底物，还具有良好的收率和对映选择性（最高91％ee），具有很高的区域选择性，仅提供单一的1,4-产物。

更新日期：2016-08-01

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