Catalytic Asymmetric Synthesis of Enantioenriched Heterocycles Bearing a CCF3 Stereogenic Center

Huang Yi-Yong; Yang Xing; Chen Zhuo; Verpoort Francis; Shibata Norio

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Catalytic Asymmetric Synthesis of Enantioenriched Heterocycles Bearing a CCF3 Stereogenic Center

机译：具有CCF3立体中心的对映体富集杂环的催化不对称合成

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Given the important agricultural and medicinal application of optically pure heterocycles bearing a trifluoromethyl group at the stereogenic carbon center in the heterocyclic framework, the exploration of efficient and practical synthetic strategies to such types of molecules remains highly desirable. Catalytic enantioselective synthesis has one clear advantage that it is more cost-effective than other synthetic methods, but remains limited by challenges in achieving excellent yield and stereoselectivities with a low catalyst loading. Thus far, numerous models of organo- and organometal-catalyzed asymmetric reactions have been exploited to achieve this elusive goal over the past decade. This review article describes recent progress on this research topic, and focuses on an understanding of the catalytic asymmetric protocols exemplified in the catalytic enantioselective synthesis of a wide range of complex enantioenriched trifluoromethylated heterocycles.

机译：鉴于在杂环构架的立体碳原子中心带有三氟甲基的光学纯杂环的重要农业和医学应用，仍然非常需要探索对此类分子进行有效而实用的合成策略。催化对映选择性合成具有一个明显的优势，即它比其他合成方法更具成本效益，但仍受制于在低催化剂负载下获得优异收率和立体选择性的挑战。迄今为止，在过去的十年中，已经开发了许多有机和有机金属催化的不对称反应模型来实现这一难以捉摸的目标。这篇综述文章描述了该研究主题的最新进展，并着重于对催化不对称方案的理解，该方案以各种对映体富集的三氟甲基化杂环的催化对映选择性合成为例。

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《Chemistry: A European journal》 |2015年第24期|共21页
作者
Huang Yi-Yong; Yang Xing; Chen Zhuo; Verpoort Francis; Shibata Norio;
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asymmetric synthesis; heterocycles; organocatalysts; organometallic catalysis; trifluoromethylation;

机译：不对称合成;杂环;有机催化剂;有机金属催化;三氟甲基化;

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1. Catalytic Asymmetric Synthesis of Enantioenriched Heterocycles Bearing a CCF3 Stereogenic Center [J] . Huang Yi-Yong, Yang Xing, Chen Zhuo, Chemistry: A European journal . 2015,第24期

机译：具有CCF3立体中心的对映体富集杂环的催化不对称合成
2. Catalytic asymmetric synthesis of enantioenriched beta-nitronitrile bearing a C-CF3 stereogenic center [J] . Jakhar Ajay, Kumari Prathibha, Nazish Mohd, RSC Advances . 2016,第36期

机译：携带C-CF3立体中心的催化不对称合成糖醛β-氮腈
3. Catalytic asymmetric synthesis of enantioenriched β-nitronitrile bearing a C-CF3 stereogenic center [J] . Ajay Jakhar, Prathibha Kumari, Mohd Nazish, RSC Advances . 2016,第36期

机译：携带C-CF3立体中心的对糖二氯β-氮腈的催化不对称合成
4. Synthesis of Rhodium Allyl Complexes Having a Stereogenic Center on the Metal Center [C] . Yasutaka Kataoka, Takahiro Akashi, Tsuneaki Yamagata, Symposium on Organometallic Chemistry . 2004

机译：在金属中心含有立体元中心的铑烯丙基配合物的合成
5. I. Studies on the organocatalytic formation of quaternary stereocenters. ii. Studies on the claisen rearrangement as a route to quaternary stereocenters. iii. Asymmetric synthesis of aldehydes bearing quaternary carbon centers via the decarboxylative asymmetric allylic alkylation. [D] . Alberch, Eduardo. 2013

机译：I.季铵立体中心的有机催化形成研究。 ii。关于克莱森重排作为四元立体中心路径的研究。 iii。通过脱羧不对称烯丙基烷基化反应不对称合成带有季碳中心的醛。
6. Enantioselective Synthesis of All-Carbon Quaternary Stereogenic Centers by Catalytic Asymmetric Conjugate Additions of Alkyl and Aryl Aluminum Reagents to Five- Six- and Seven-Membered-Ring β-Substituted Cyclic Enones [O] . Tricia L. May, M. Kevin Brown, Amir H. Hoveyda -1

机译：烷基和芳烃铝试剂催化不对称共轭加成五元六元和七元环β-取代的环烯酮的全碳四元立体中心的对映选择性合成
7. The Fluoro-PausonKhand Reaction in the Synthesis of Enantioenriched Nitrogenated Bicycles Bearing a Quaternary CF Stereogenic Center [O] . -1

机译：含有季型CF立体中心亚氨基硫化氮自行车的合成中的氟-POUSONK手反应

Catalytic Asymmetric Synthesis of Enantioenriched Heterocycles Bearing a CCF3 Stereogenic Center

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