Palladium-catalyzed stereospecific cross-coupling of enantioenriched allylic alcohols with boronic acids

Hai-Bian Wu; Xian-Tao Ma; Shi-Kai Tian

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Palladium-catalyzed stereospecific cross-coupling of enantioenriched allylic alcohols with boronic acids

机译：钯催化的对映体富集的烯丙基醇与硼酸的立体定向交叉偶联

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In the presence of 2.5 mol% Pd_2(dba)_3-TMEDA (1:4), a range of enantioenriched allylic alcohols smoothly coupled with boronic acids in a highly regioselective fashion with inversion of configuration to afford structurally diverse alkenes in good yields with perfect retention of ee.

机译：在存在2.5 mol％Pd_2（dba）_3-TMEDA（1：4）的情况下，一系列对映体富集的烯丙醇与硼酸以区域选择性高的方式平稳偶联，并且构型反转，从而以良好的收率和完美的收率提供结构多样的烯烃保留ee。

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《Chemical Communications》 |2014年第2期|219-221|共3页
作者
Hai-Bian Wu; Xian-Tao Ma; Shi-Kai Tian;
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作者单位

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China;

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China;

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China,Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;

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入库时间 2022-08-17 13:14:51

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1. Palladium-Catalyzed C(sp(3))-C(sp(2)) Cross-Couplings of O-(alpha-Bromoacyl) Cyanohydrins with Boronic Acids: An Entry to Enantioenriched N-Acylated beta-Amino Alcohols [J] . Hertzberg Robin, Diner Peter, Moberg Christina Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2016,第19期

机译：O-（α-溴酰基）氰醇与硼酸的钯催化C（sp（3））-C（sp（2））交叉偶联：对映体富集的N-酰化β-氨基醇的入口
2. Palladium-Catalyzed C(sp(3))-C(sp(2)) Cross-Couplings of O-(alpha-Bromoacyl) Cyanohydrins with Boronic Acids: An Entry to Enantioenriched N-Acylated beta-Amino Alcohols [J] . Hertzberg Robin, Diner Peter, Moberg Christina Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2016,第19期

机译：钯 - 催化的C（SP（3）） - C（SP（2））用硼酸的O-（α-溴代乙基）氰醇的交叉偶联：进入对苯甲酸的N-酰化β-氨基醇
3. Palladium-Catalyzed Stereospecific Allylation of Nitroacetates with Enantioenriched Primary Allylic Amines [J] . Xu Jing-Kun, Wang Yong, Gu Yonghong, Advanced synthesis & catalysis . 2016,第11期

机译：钯催化硝基乙酸与对映体富集的伯烯丙胺的立体特异性烯丙基化
4. Palladium-Catalyzed Selective Monoallylation of Anilines Using Allylic Alcohols Directly [C] . Shyh-Chyun Yang International symposium for Chinese organic chemists . 2000

机译：直接使用烯丙基醇的钯催化苯胺的选择性单级单位
5. Investigation of the Scope and Mechanism of the Palladium-Catalyzed Synthesis of Enantioenriched Allylic Esters from Prochiral (Z)-Allylic Alcohols and Progress Toward the Total Synthesis of (--)-Massadine. [D] . Cannon, Jeffrey Scott. 2012

机译：钯催化前手性（Z）醇合成对映体富集的烯丙基酯的范围和机理的研究以及对（-）-M的全合成的研究进展。
6. Palladium-catalyzed cross-coupling of α-bromocarbonyls and allylic alcohols for the synthesis of α-aryl dicarbonyl compounds [O] . Yang Yu, Uttam K. Tambar 2015

机译：钯催化的α-溴羰基化合物和烯丙基醇的交叉偶联用于合成α-芳基二羰基化合物
7. Application of the Lithiation-Borylation Reaction to the Preparation of Enantioenriched Allylic Boron Reagents and Subsequent In Situ Conversion into 1,2,4-Trisubstituted Homoallylic Alcohols with Complete Control over All Elements of Stereochemistry [O] . Althaus, Martin, Mahmood, Adeem, Suarez, Jose Ramon, 2010

机译：应用锂化 - 硼酸化反应制备对映体富集的烯丙基硼试剂并随后原位转化为1,2,4-三取代的高烯丙基醇，并完全控制所有立体化学元素

Palladium-catalyzed stereospecific cross-coupling of enantioenriched allylic alcohols with boronic acids

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