Cobalt-catalyzed addition reaction of organoboronic acids with aldehydes: Highly enantioselective synthesis of diarylmethanols

Karthikeyan J.; Jeganmohan M.; Cheng C.-H.

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Cobalt-catalyzed addition reaction of organoboronic acids with aldehydes: Highly enantioselective synthesis of diarylmethanols

机译：钴催化的有机硼酸与醛的加成反应：二芳基甲醇的高度对映选择性合成

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Predicted outcomes: The addition reaction of organoboronic acids with aldehydes in the presence of K_2CO_3 catalyzed by CoI _2/ACHTUNGRE(R,R)-BDPP gives chiral secondary alcohols in excellent yields with 90-99 % enantiomeric excess (see scheme; (R,R)-BDPP = (2R,4R)-(+)-2,4-bis(diphenyl-phosphino)pentane). This method provides an alternative to prepare an R and S enantiomeric pair by using the same chiral ligand and allows the stereochemical outcome of the reaction to be predicted.

机译：预期的结果：在CoI _2 / ACHTUNGRE（R，R）-BDPP催化下，在K_2CO_3的存在下，有机硼酸与醛的加成反应可得到高收率的手性仲醇，对映体过量为90-99％（参见方案; R）-BDPP ＝（2R，4R）-（+）-2，4-双（二苯基-膦基）戊烷）。该方法提供了另一种通过使用相同的手性配体制备R和S对映体对的方法，并且可以预测反应的立体化学结果。

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《Chemistry: A European journal》 |2010年第30期|共4页
作者
Karthikeyan J.; Jeganmohan M.; Cheng C.-H.;
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正文语种 eng
中图分类应用化学;
关键词
Alcohols; Aldehydes; Asymmetric synthesis; Cobalt; Organoboronic acid;

机译：醇;醛;不对称合成;钴;有机硼酸;

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1. Cobalt-catalyzed addition reaction of organoboronic acids with aldehydes: Highly enantioselective synthesis of diarylmethanols [J] . Karthikeyan J., Jeganmohan M., Cheng C.-H. Chemistry: A European journal . 2010,第30期

机译：钴催化的有机硼酸与醛的加成反应：二芳基甲醇的高度对映选择性合成
2. Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes [J] . Weiping He, Bihui Zhou, Jie Li, Catalysts . 2016,第9期

机译：新手性苯并咪唑基亚基-Rh配合物的合成及其在有机硼酸与醛的不对称加成反应中的应用
3. Synthesis of novel planar chiral Ag and Rh N-heterocyclic carbene complexes derived from [2.2]paracyclophane and their application in ultrasound assisted asymmetric addition reactions of organoboronic acids to aldehydes [J] . Duan W., Ma Y., He F., Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2013,第5a6期

机译：衍生自[2.2]对环烷的新型平面手性Ag和Rh N-杂环卡宾配合物的合成及其在超声辅助有机硼酸与醛的不对称加成反应中的应用
4. Straightforward Synthesis of CF3-substituted Triarylethenes via Stereoselective Three-fold Cross-coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene with Organoboronic Acids [C] . Youhei Takeda, Masaki Shimizu, Tamejiro Hiyama Symposium on Organometallic Chemistry . 2007

机译：通过用有机硼酸的1,1-二溴-3,3,3-三氟-2-甲硅烷基丙烯的立体选择性三倍的三抗偶联反应直接合成CF3取代的三芳基。
5. Part I. Asymmetric hydrosilylation of acetophenone using titanium catalysts. Part II. Synthesis of water-soluble palladacycles and their applications to the Suzuki reaction. Part III. Rhodium-catalyzed addition of aryl and alkenylboronic acids to aldehyde [D] . Huang, Rongcai. 2005

机译：第一部分：使用钛催化剂的苯乙酮不对称氢化硅烷化。第二部分水溶性palladacycles的合成及其在铃木反应中的应用。第三部分铑催化的芳基和烯基硼酸加成醛
6. Phosphinite- and phosphite-based Type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes αβ-unsaturated ketones α-ketoesters and aldimines [O] . Ping He, Yong Lu, Qiao-Sheng Hu -1

机译：次膦酸酯和亚磷酸酯类I型Palladacycles是高活性催化剂用于芳基硼酸与醛αβ-不饱和酮α-酮酸酯和醛亚胺的加成反应
7. Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes [O] . Weiping He, Bihui Zhou, Jie Li, 2016

机译：新型手性苯并咪唑亚基-Rh配合物的合成及其在有机硼酸与醛的不对称加成反应中的应用

Cobalt-catalyzed addition reaction of organoboronic acids with aldehydes: Highly enantioselective synthesis of diarylmethanols

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