Enantioselective synthesis of chiral acylsilanes by copper/HZNU-Phos-catalyzed asymmetric conjugate addition of diethyzinc to α,β-unsaturated acylsilanes

Ji-Yuan Lv; Zheng Xu; Zhan-Jiang Zheng; Li Li; Yu-Ming Cui; Jian Cao; Ke-Fang Yang; Li-Wen Xu

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Enantioselective synthesis of chiral acylsilanes by copper/HZNU-Phos-catalyzed asymmetric conjugate addition of diethyzinc to α,β-unsaturated acylsilanes

机译：通过铜/ HZNU-Phos催化二乙二醛向α，β-不饱和酰基硅烷的不对称共轭加成反应，对映选择性合成手性酰基硅烷

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The catalytic asymmetric copper-catalyzed conjugate addition of diethylzinc to α,β-unsaturated acylsilanes was found to proceed smoothly in moderate to good yields and promising enantioselectivities (up to 85% ee) in the presence of the multifunctional HZNU-Phos with both a phosphine center and BINOL-based diol moiety that played a crucial role in the achievement of the best enantioselectivity for this reaction.

机译：发现在多官能HZNU-Phos与膦同时存在的情况下，二乙基锌向α，β-不饱和酰基硅烷的催化不对称铜催化共轭加成反应可顺利进行，产率中等至良好，对映选择性（高达85％ee）。中心和基于BINOL的二醇部分在实现该反应的最佳对映选择性中起关键作用。

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《RSC Advances》 |2017年第87期|共5页
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Ji-Yuan Lv; Zheng Xu; Zhan-Jiang Zheng; Li Li; Yu-Ming Cui; Jian Cao; Ke-Fang Yang; Li-Wen Xu;
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中图分类化学;
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1. Enantioselective synthesis of chiral acylsilanes by copper/HZNU-Phos-catalyzed asymmetric conjugate addition of diethyzinc to alpha,beta-unsaturated acylsilanes [J] . Lv Ji-Yuan, Xu Zheng, Zheng Zhan-Jiang, RSC Advances . 2017,第87期

机译：通过铜/ HzNu-phos-phos催化的不对称缀合物向α，β不饱和酰基硅烷加入铜/ hznu-phos催化的手性酰基硅烷的对致映选择性合成
2. Organocopper Mediated Conjugate Addition of Vinyl Grignard Reagent to #alpha#, #beta#-Unsaturated Acylsilane [J] . Yeun-Min Tsai, Jiuen-Ahn Sieh Journal of the Chinese Chemical Society. . 1999,第5期

机译：有机铜介导的乙烯基格氏试剂与#alpha＃，＃beta＃-不饱和酰基硅烷的共轭加成反应
3. Cu(I)-Catalyzed Enantioselective [2 + 2] Cycloaddition of 1-Methoxyallenylsilane with α-Imino Ester: Chiral Synthesis of α, β-Unsaturated Acylsilanes [J] . Takahiko Akiyama, Kazunori Daidouji, Kohei Fuchibe Organic letters . 2003,第20期

机译：Cu（I）催化1-甲氧基烯丙基硅烷与α-氨基酯的对映选择性[2 + 2]环加成反应：α，β-不饱和酰基硅烷的手性合成
4. Enantioselective 2+2 Cycloaddition Reaction of 1-Methoxyallenylsilane with alpha-Imino Ester:Chiral Synthesis of alpha,beta-Unsaturated Acylsilanes [C] . Kazunori Daidouji, Kohei Fuchibe, Takahiko Akiyama Symposium on Organometallic Chemistry . 2003

机译：1-甲氧基亚乙烷与α-亚氨基酯的映选择性2 + 2环加入反应：α，β-不饱和酰基硅烷的手性合成
5. Copper-catalyzed enantioselective conjugate additions of organometal reagents to unsaturated carbonyls: An enantioselective total synthesis of clavirolide C [D] . Brown, Michael Kevin 2008

机译：铜催化的有机金属试剂对不饱和羰基化合物的对映选择性共轭加成：克拉维洛利C的对映选择性全合成
6. Metal-Free Catalytic Enantioselective C–B Bond Formation: (Pinacolato)boron Conjugate Additions to αβ-Unsaturated Ketones Esters Weinreb Amides and Aldehydes Promoted by Chiral N-Heterocyclic Carbenes [O] . Hao Wu, Suttipol Radomkit, Jeannette M. O’Brien, -1

机译：金属 - 催化免不对称C-B键的形成：（频哪醇）硼共轭加成到αβ不饱和酮酯酰胺的Weinreb和醛手性N-杂环卡宾推荐
7. Copper-Catalyzed Asymmetric Conjugate Addition of Diethylzinc to a, b-Unsaturated Imines Derived from a-Aminoacids. Enantioselective Synthesis of g-Substituted a-Dehydroaminoesters [O] . -1

机译：铜催化的不对称缀合物向衍生自氨基酸的A，B-不饱和亚胺的二乙基锌加入。 G-取代的A-脱羟基氨基酯的映选择性合成

Enantioselective synthesis of chiral acylsilanes by copper/HZNU-Phos-catalyzed asymmetric conjugate addition of diethyzinc to α,β-unsaturated acylsilanes

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