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Copper-catalyzed asymmetric 1,4-conjugate addition of Grignard reagents to linear α,β,γ,5-unsaturated ketones

机译:铜催化格氏试剂的不对称1,4-共轭加成反应到线性α,β,γ,5-不饱和酮上

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摘要

A highly regioselective and enantioselective copper-catalyzed 1,4-conjugate addition of Grignard reagents to linear α,β,γ,δ-unsaturated ketones was developed. The 1,4-addition products were obtained regioselectively in high yields with up to 98% ee. Conjugate addition (CA) as a practical and efficient strategy to construct carbon-carbon bonds is of great interest1 Controlling the regio- and stereo-selectivity of a reaction is a significant challenge in organic synthesis, especially in asymmetric conjugate additions (ACA). Excellent regio- and stereo-selectivity have been achieved in reactions involving transition metal-catalyzed α,β-unsaturated Michael acceptors.
机译:开发了高度区域选择性和对映选择性铜催化的格氏试剂向线性α,β,γ,δ-不饱和酮的1,4-共轭加成反应。 1,4-加成产物是区域选择性地以高达98%ee的高产率获得的。共轭加成(CA)作为构建碳-碳键的一种实用而有效的策略备受关注1在有机合成中,尤其是在不对称共轭加成(ACA)中,控制反应的区域选择性和立体选择性是一项重大挑战。在涉及过渡金属催化的α,β-不饱和迈克尔受体的反应中,已实现了出色的区域选择性和立体选择性。

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  • 来源
    《Chemical Communications》 |2013年第46期|5292-5294|共3页
  • 作者单位

    School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,800 Dongchuan Road, Shanghai 200240, P. R. China;

    School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,800 Dongchuan Road, Shanghai 200240, P. R. China;

    School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,800 Dongchuan Road, Shanghai 200240, P. R. China;

    School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,800 Dongchuan Road, Shanghai 200240, P. R. China;

    School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,800 Dongchuan Road, Shanghai 200240, P. R. China;

    School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,800 Dongchuan Road, Shanghai 200240, P. R. China;

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  • 入库时间 2022-08-17 13:18:24

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