Chiral ytterbium complex-catalyzed direct asymmetric aldol-Tishchenko reaction: Synthesis of anti-1,3-diols

Mlynarski J; Rakiel B; Stodulski M; Suszczynska A; Frelek J

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Chiral ytterbium complex-catalyzed direct asymmetric aldol-Tishchenko reaction: Synthesis of anti-1,3-diols

机译：手性complex配合物催化的直接不对称醛醇-季申科反应：抗1,3-二醇的合成

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The asymmetric aldol-Tishchenko reaction of aromatic aldehydes with aliphatic and aromatic ketones has been developed as an efficient strategy for the synthesis of anti-1,3-diols in good yield with high diastercocontrol and good levels of enantioselectivity. This domino-type reaction is catalyzed by a chiral ytterbium complex that promotes both the aldol reaction through enolization of the carbon-yl compound and the Evans-Tishchenko reduction of the aldol intermediate. The stereochemistry of the resulting diols is also investigated and finally proved by using CD techniques.

机译：已开发出芳族醛与脂族和芳族酮的不对称aldol-Tishchenko反应，这是一种高效合成抗1,3-二醇的有效策略，具有高非对映控制性和良好的对映选择性。该多米诺型反应是由手性complex络合物催化的，该手性络合物通过烯丙基化碳基化合物促进醛醇缩合反应和醛醇中间体的埃文斯-季申科还原反应。还对所得二醇的立体化学进行了研究，并最终通过使用CD技术进行了证明。

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《Chemistry: A European journal》 |2006年第31期|共10页
作者
Mlynarski J; Rakiel B; Stodulski M; Suszczynska A; Frelek J;
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正文语种 eng
中图分类化学;
关键词
diols; aldol reaction; aldol-Tishchenko reaction; asymmetric catalysis; TRANSFER-TISCHTSCHENKO REACTION; ANTI 1; 3-DIOL MONOESTERS; BETA-HYDROXY KETONES; STEREOSELECTIVE-SYNTHESIS; ALIPHATIC-KETONES; ATOM ECONOMY; ALDEHYDES; REDUCTION; MECHANISM; ADDUCTS;

机译：二醇;醛醇缩合反应;醛醇-季申科反应;不对称催化;转移-噻吩申科反应;ANTI 1;3-二元醇酯;BET-羟基酮;立体选择性合成;烷氧基酮;原子经济;醛;还原;机理;

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1. Chiral ytterbium complex-catalyzed direct asymmetric aldol-Tishchenko reaction: Synthesis of anti-1,3-diols [J] . Mlynarski J, Rakiel B, Stodulski M, Chemistry: A European journal . 2006,第31期

机译：手性complex配合物催化的直接不对称醛醇-季申科反应：抗1,3-二醇的合成
2. Samarium dienolate mediated stereoselective synthesis of anti-1,3-diol monoesters via aldol-Tishchenko reaction [J] . Reutrakul V, Jaratjaroonphong J, Tuchinda P, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2006,第27期

机译：al二烯酸late介导的通过aldol-Tishchenko反应的抗1，，3-二醇单酯的立体选择性合成
3. Samarium-Promoted Asymmetric Aldol-Tishchenko Reaction: Synthesis of Amino Acid-Derived 4-Amino-1,3-diols [J] . Humberto Rodriguez-Solla, Carmen Concellon, Paula Tuya Advanced synthesis & catalysis . 2012,第9期

机译：mar促进的不对称Aldol-Tishchenko反应：氨基酸衍生的4-氨基-1,3-二醇的合成
4. Chiral Vanadium(V) Complex-catalyzed Enantioselective Oxidative Coupling Reactions of Polycyclic Phenols [C] . Akimasa Sugizaki, Makoto Sako, Shinobu Takizawa 日本化学会春季年会講演予稿集 . 2018

机译：手性钒（V）复合催化的映选择性氧化偶联反应的多环酚
5. A. Studies towards the formation of asymmetric quaternary centres via radical allylation. B. Applications of chiral hydrazide organocatalysts to Diels-Alder, hydride reduction, and alpha-chlorination reactions. C. Studies directed towards the synthesis of potential HIV-1 reverse transcriptase inhibitors: 9-Alkylaryl TIBO derivatives. [D] . Aumand, Livia M. 2005

机译：A.关于通过自由基烯丙基化形成不对称四元中心的研究。 B.手性酰肼有机催化剂在Diels-Alder，氢化物还原和α-氯化反应中的应用。 C.针对潜在的HIV-1逆转录酶抑制剂的合成的研究：9-烷基芳基TIBO衍生物。
6. Control of chemoselectivity in asymmetric tandem reactions: Direct synthesis of chiral amines bearing nonadjacent stereocenters [O] . Zhe Li, Bin Hu, Yongwei Wu, 2018

机译：控制不对称串联反应中的化学选择性：带有不相邻立体中心的手性胺的直接合成
7. Direct Catalytic Asymmetric Synthesis of anti-1, 2-Amino Alcohols and syn-1, 2-Diols through Organocatalytic anti-Mannich and syn-Aldol Reactions [O] . -1

机译：通过有机催化抗曼尼希和同醛反应直接催化不对称合成抗-1,2-氨基醇和同步1,2-二醇

Chiral ytterbium complex-catalyzed direct asymmetric aldol-Tishchenko reaction: Synthesis of anti-1,3-diols

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