Catalytic Asymmetric Dearomatization by Transition-Metal Catalysis: A Method for Transformations of Aromatic Compounds
Chao Zheng,Shu-Li You +1 more
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TL;DR: In this paper, a review of recent representative examples of asymmetric dearomatization reactions catalyzed by transition-metal complexes is provided, focusing on the mechanism, scope, limitations, and future direction of CADA reactions.
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About: This article is published in Chem. The article was published on 08 Dec 2016. and is currently open access. The article focuses on the topics: Homogeneous catalysis & Enantioselective synthesis.
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Citations
Asymmetric dearomatization catalysed by chiral Brønsted acids via activation of ynamides
Ying-Qi Zhang,Yang-Bo Chen,Ji-Ren Liu,Shao-Qi Wu,Xin-Yang Fan,Zhi-Xin Zhang,Xin Hong,Long-Wu Ye,Long-Wu Ye +8 more
TL;DR: In this article, it was shown that chiral Bronsted acids enable the catalytic asymmetric dearomatization reactions of naphthol-, phenol- and pyrrole-ynamides by the direct activation of alkynes.
95
Pd-Catalyzed Dearomatization of Anthranils with Vinylcyclopropanes by [4+3] Cyclization Reaction
TL;DR: By introducing a chiral PHOX ligand (L5), asymmetric dearomatization reactions of anthranils with vinylcyclopropanes proceeded with excellent enantioselectivity, likely owing to the formation of a borane-anthranil complex which has been confirmed by NMR experiments.
94
Direct Dearomatization of Pyridines via an Energy-Transfer-Catalyzed Intramolecular [4+2] Cycloaddition
Jiajia Ma,Felix Strieth-Kalthoff,Toryn Dalton,Matthias Freitag,J. Luca Schwarz,Klaus Bergander,Constantin G. Daniliuc,Frank Glorius +7 more
TL;DR: A catalytic, dearomative cycloaddition reaction with pyridines using photoinduced energy transfer catalysis is introduced, thereby advancing dearomatization methodology and increasing the topology of pyridine dearOMatization products.
91
Hydroarylation of Arenes via Reductive Radical-Polar Crossover
TL;DR: A photocatalytic system for the dearomative hydroarylation of benzene derivatives has been developed that functions at room tempera-ture in a green solvent system without the need for precious metal-based catalysts or reagents or the generation of stoichiometric metal byproducts.
91
Tandem Cross‐Coupling/Spirocyclization/Mannich‐Type Reactions of 3‐(2‐Isocyanoethyl)indoles with Diazo Compounds toward Polycyclic Spiroindolines
Guo-Shu Chen,Shu-Jie Chen,Jian Luo,Mao Xiangyu,Albert S. C. Chan,Raymond Wai-Yin Sun,Yun-Lin Liu +6 more
TL;DR: A novel approach on chiral phosphoric acid catalyzed Mannich-type cyclization toward the formation of diastereomerically and enantiomerically enriched pentacyclic spiroindolines has been established.
90
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