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Recent advances in asymmetric reactions catalyzed by chiral phosphoric acids

Chinese Chemical Letters 2018年第8期29卷 1181-1192页

作者： Xin Li Qiuling Song Institute of Next Generation Matter Transformation College of Chemical Engineering at Huaqiao University

This review summarizes the very recent advances in asymmetric reactions catalyzed by chiral phosphoric acids（CPAs）, a family of versatile catalysts that catalyze a broad range of reactions to afford diverse chiral molecules. In the past years, different kinds of chiral phosphoric acids have been designed and developed into a privileged class of catalysts in asymmetric synthesis. A number of remarkable achievements have been made by many groups around the world. Due to length limitation, this review only summarizes those works published from January 2016 to November 2017. Meanwhile, catalytic systems which combine metal catalysts and chiral phosphoric acids will not be discussed in this review.

关键词： Chiral phosphoric acids asymmetric reactions Organocatalysis Conjugate addition Cycloaddition Mannich reaction Friedel–Crafts reactions

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Cooperative Copper（Ⅰ）-Catalyzed Radical-Involved asymmetric reactions

Cooperative Copper（Ⅰ）-Catalyzed Radical-Involved Asymmetr...

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中国化学会·第十六届全国有机合成化学学术研讨会

作者：刘心元南方科技大学

Radical reactions have emerged as one of the most powerful and efficient tools for the construction of carbon-carbon and carbon-heteroatom bonds in organic ***,the development of catalytic asymmetric radical reactions to realize the stereochemical control of open-shell intermediates still remains a formidable challenge owing to the high reactivity of such free radical *** solve this problem,our group has accomplished the radical-initiated asymmetric chemistry by developing copper（Ⅰ）/chiral anionic ligand as a novel single-electron-transfer（SET） *** key to success is the use of chiral reactive copper species to interact with the in-situ generated alkyl radicals to undergo either the formation of high-valent copper（Ⅲ） complex followed by reductive elimination or a single-electron oxidation process to afford a carbocation intermediate,thereby resulting in a stereocontrol *** this talk,we will present radical-involved intramolecular/intermolecular alkene difunctionalization,catalytic desymmetrization,C-H bond functionalization as well as cross-coupling reactions with this strategy（Figure 1）.~1

关键词： Copper radical asymmetric reactions cooperative catalysis

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Carbene-catalyzed activation of cyclopropylcarbaldehydes for mannich reaction andδ-lactam formation:remote enantioselecitvity control and dynamic kinetic asymmetric transformation

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Science China Chemistry 2021年第6期64卷 985-990页

作者： Jie Lv Jun Xu Xuling Pan Zhichao Jin Yonggui Robin Chi State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationGuizhou UniversityGuiyang 550025China School of Pharmacy Guizhou University of Traditional Chinese MedicineGuiyang 550025China Division of Chemistry&Biological Chemistry School of Physical&Mathematical SciencesNanyang Technological UniversitySingapore 637371Singapore

An N-heterocyclic carbene(NHC)-catalyzed enantioselective Mannich reaction of the remoteγ-carbon of cyclopropylcarbaldehydes is disclosed for the first ***-and enantiomerically enriched multicyclicδ-lactam compound is afforded as the main product from 8 possible stereo-specific isomers through dynamic kinetic asymmetric transformation(DYKAT)*** chiral functional molecules can be afforded from the lactam products through simple protocols with retentions of the optical purities.

关键词： N-heterocyclic carbene organocatalysis dynamic kinetic asymmetric transformation 1-cyclopropylcarbaldehydes asymmetric reactions

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