The Experts below are selected from a list of 450 Experts worldwide ranked by ideXlab platform
Shu-li You - One of the best experts on this subject based on the ideXlab platform.
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Highly Diastereo- and Enantioselective Synthesis of Quinuclidine Derivatives by an Iridium-Catalyzed Intramolecular Allylic Dearomatization Reaction
CCS Chemistry, 2019Co-Authors: Lin Huang, Hui-jun Zhang, Yue Cai, Chao Zheng, Li-xin Dai, Shu-li YouAbstract:Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction. The catalytic system, derived from [Ir(cod)Cl]2 and the Feringa ligan...
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Tandem Pd-Catalyzed Intermolecular Allylic Alkylation/Allylic Dearomatization Reaction of Benzoylmethyl pyridines, Pyrazines, and Quinolines
2019Co-Authors: Hui-jun Zhang, Ze-peng Yang, Shu-li YouAbstract:An efficient synthesis of nitrogen-containing heterocycles via Pd-catalyzed tandem allylic alkylation and dearomatization reactions was reported. In this reaction design, heteroarenes such as pyridines, pyrazines, and quinolines serve as bis-nucleophiles by installing a benzoyl group at the C2 benzylic position. With but-2-ene-1,4-diyl dimethyl dicarbonate as the bis-electrophile, the tandem Pd-catalyzed intermolecular allylic alkylation/allylic dearomatization reaction of benzoylmethyl-substituted heteroarenes has been developed. 2,3-Dihydroindolizine, 6,7-dihydropyrrolo[1,2-a]pyrazine, and 1,2-dihydropyrrolo[1,2-a]quinolin derivatives were obtained in moderate to good yields
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catalytic asymmetric dearomatization by transition metal catalysis a method for transformations of aromatic compounds
Chem, 2016Co-Authors: Chao Zheng, Shu-li YouAbstract:Summary Catalytic asymmetric dearomatization (CADA) reactions refer to those reactions converting aromatic compounds into enantio-enriched three-dimensional cyclic molecules in a catalytic fashion. In the past, this area has seen significant progress since a series of valuable strategies for asymmetric catalysis were successfully applied. In this review, we provide insightful discussions on recent representative examples of asymmetric dearomatization reactions catalyzed by transition-metal complexes. Close attention is paid to the mechanism, scope, limitations, and the future direction of CADA reactions.
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copper i catalyzed asymmetric dearomatization of indole acetamides with 3 indolylphenyliodonium salts
ChemInform, 2016Co-Authors: Chuan Liu, Li-xin Dai, Xiaowei Liang, Shu-li YouAbstract:An intermolecular, asymmetric cascade dearomatization reaction of indole acetamides with 3-indolylphenyliodonium salts is developed.
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iridium catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines pyrazines quinolines and isoquinolines
Journal of the American Chemical Society, 2015Co-Authors: Ze-peng Yang, Wen Shao, Shu-li YouAbstract:The first Ir-catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines, pyrazines, quinolines, and isoquinolines has been developed. Enabled by in situ formed chiral Ir-catalyst, the dearomatized products were isolated in high levels of yield (up to 99% yield) and enantioselectivity (up to 99% ee). It is worth noting that the Me-THQphos ligand is much more efficient than other tested ligands for the dearomatization of pyrazines and certain quinolines. Mechanistic studies of the dearomatization reaction were carried out, and the results suggest the feasibility of an alternative process which features the formation of a quinolinium as the key intermediate. The mechanistic findings render this reaction a yet unknown type in the chemistry of Reissert-type reactions. In addition, the utility of this method was showcased by a large-scale reaction and formal synthesis of (+)-gephyrotoxin.
Kazuaki Ishihara - One of the best experts on this subject based on the ideXlab platform.
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high performance ammonium hypoiodite oxone catalysis for enantioselective oxidative dearomatization of arenols
ACS Catalysis, 2019Co-Authors: Muhammet Uyanik, Takehiro Kato, Naoto Sahara, Outa Katade, Kazuaki IshiharaAbstract:A high-performance enantioselective quaternary ammonium hypoiodite catalysis was developed for the dearomatization of arenols using oxone as an environmentally benign oxidant. The oxidation of not ...
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enantioselective synthesis of masked benzoquinones using designer chiral hypervalent organoiodine iii catalysis
ACS Catalysis, 2017Co-Authors: Muhammet Uyanik, Niiha Sasakura, Masahiro Mizuno, Kazuaki IshiharaAbstract:A highly enantioselective oxidative dearomatization of ortho- and para-hydroquinone derivatives to the corresponding masked ortho- and para-benzoquinones has been achieved by using chiral organoiodine(III) catalysts. Importantly, the remote steric effects of the hydrogen-bonding designer organoiodine catalysts allowed us to achieve high chemo- and enantioselectivity for the oxidative dearomatization of para-hydroquinone derivatives through an associative iodine(III)–phenoxide intermediate.
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chiral ammonium hypoiodite catalyzed enantioselective oxidative dearomatization of 1 naphthols using hydrogen peroxide
ChemInform, 2015Co-Authors: Muhammet Uyanik, Niiha Sasakura, Erina Kaneko, Kento Ohori, Kazuaki IshiharaAbstract:A highly enantioselective oxidative dearomatization of 1-naphthol derivatives (Kita spirolactonization) catalyzed by chiral hypoiodite species prepared in situ from chiral quaternary ammonium iodide in the presence of hydrogen peroxide is reported.
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practical oxidative dearomatization of phenols with sodium hypochlorite pentahydrate
Chemistry Letters, 2015Co-Authors: Muhammet Uyanik, Yasukazu Ejima, Niiha Sasakura, Mitsuyoshi Kuwahata, Kazuaki IshiharaAbstract:A highly efficient and practical oxidative dearomatization of phenols using sodium hypochlorite pentahydrate as an inexpensive, strong oxidant is reported for the first time. The oxidation reaction...
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chiral ammonium hypoiodite catalyzed enantioselective oxidative dearomatization of 1 naphthols using hydrogen peroxide
Chemistry Letters, 2015Co-Authors: Muhammet Uyanik, Niiha Sasakura, Erina Kaneko, Kento Ohori, Kazuaki IshiharaAbstract:A highly enantioselective oxidative dearomatization of 1-naphthol derivatives (Kita spirolactonization) catalyzed by chiral hypoiodite species prepared in situ from chiral quaternary ammonium iodid...
Christine Greck - One of the best experts on this subject based on the ideXlab platform.
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the impact of asymmetric organocatalysis in dearomatization and aromatization of carbocycles increasing molecular complexity and diversity
Tetrahedron Letters, 2016Co-Authors: Loic Pantaine, Vincent Coeffard, Xavier Moreau, Christine GreckAbstract:Abstract The combination of asymmetric organocatalysis with either making or breaking aromaticity, in a single vessel, has known a rapid development over the last decade. This is due to its success in producing complex molecular architectures efficiently while maintaining a good control over diastereo- and enantioselectivities. This digest will offer a broad summary of the advances in this field, focusing primarily on carbocycles, and will be divided into two main parts: the first will concern combining asymmetric organocatalysis with dearomatization, the second with Rearomatization.
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one pot enantioselective synthesis of 1 4 naphthoquinone derived polycycles through oxidative dearomatization and aminocatalysis
ChemInform, 2015Co-Authors: Loic Pantaine, Vincent Coeffard, Xavier Moreau, Christine GreckAbstract:An enantioselective process involving dearomatization and asymmetric aminocatalysis is developed for the synthesis of polycyclic and/or bridged products (III), (V), and (VII).
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one pot enantioselective synthesis of 1 4 naphthoquinone derived polycycles through oxidative dearomatization and aminocatalysis
European Journal of Organic Chemistry, 2015Co-Authors: Loic Pantaine, Vincent Coeffard, Xavier Moreau, Christine GreckAbstract:A synthetic process merging oxidative dearomatization and asymmetric aminocatalysis in a single vessel is reported. The PhI(OAc)2-mediated oxidation of 1,4-dihydroxynaphthalene is followed by a trienamine-mediated Diels–Alder cycloaddition/aldol reaction or a trienamine-mediated Diels–Alder cycloaddition/oxidation sequence depending on the dienal substitution pattern. The polycyclic compounds are obtained in good yields with enantiomeric excesses up to 99 %. Additionally, these polycyclic architectures can be synthesized with similar enantioselectivities through an unprecedented one-pot marriage of bodipy-photocatalyzed oxidative dearomatization of 1-naphthol and asymmetric aminocatalysis. A catalytic cycle is suggested to explain the reaction outcome.
Muhammet Uyanik - One of the best experts on this subject based on the ideXlab platform.
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high performance ammonium hypoiodite oxone catalysis for enantioselective oxidative dearomatization of arenols
ACS Catalysis, 2019Co-Authors: Muhammet Uyanik, Takehiro Kato, Naoto Sahara, Outa Katade, Kazuaki IshiharaAbstract:A high-performance enantioselective quaternary ammonium hypoiodite catalysis was developed for the dearomatization of arenols using oxone as an environmentally benign oxidant. The oxidation of not ...
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enantioselective synthesis of masked benzoquinones using designer chiral hypervalent organoiodine iii catalysis
ACS Catalysis, 2017Co-Authors: Muhammet Uyanik, Niiha Sasakura, Masahiro Mizuno, Kazuaki IshiharaAbstract:A highly enantioselective oxidative dearomatization of ortho- and para-hydroquinone derivatives to the corresponding masked ortho- and para-benzoquinones has been achieved by using chiral organoiodine(III) catalysts. Importantly, the remote steric effects of the hydrogen-bonding designer organoiodine catalysts allowed us to achieve high chemo- and enantioselectivity for the oxidative dearomatization of para-hydroquinone derivatives through an associative iodine(III)–phenoxide intermediate.
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chiral ammonium hypoiodite catalyzed enantioselective oxidative dearomatization of 1 naphthols using hydrogen peroxide
ChemInform, 2015Co-Authors: Muhammet Uyanik, Niiha Sasakura, Erina Kaneko, Kento Ohori, Kazuaki IshiharaAbstract:A highly enantioselective oxidative dearomatization of 1-naphthol derivatives (Kita spirolactonization) catalyzed by chiral hypoiodite species prepared in situ from chiral quaternary ammonium iodide in the presence of hydrogen peroxide is reported.
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practical oxidative dearomatization of phenols with sodium hypochlorite pentahydrate
Chemistry Letters, 2015Co-Authors: Muhammet Uyanik, Yasukazu Ejima, Niiha Sasakura, Mitsuyoshi Kuwahata, Kazuaki IshiharaAbstract:A highly efficient and practical oxidative dearomatization of phenols using sodium hypochlorite pentahydrate as an inexpensive, strong oxidant is reported for the first time. The oxidation reaction...
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chiral ammonium hypoiodite catalyzed enantioselective oxidative dearomatization of 1 naphthols using hydrogen peroxide
Chemistry Letters, 2015Co-Authors: Muhammet Uyanik, Niiha Sasakura, Erina Kaneko, Kento Ohori, Kazuaki IshiharaAbstract:A highly enantioselective oxidative dearomatization of 1-naphthol derivatives (Kita spirolactonization) catalyzed by chiral hypoiodite species prepared in situ from chiral quaternary ammonium iodid...
Ze-peng Yang - One of the best experts on this subject based on the ideXlab platform.
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Tandem Pd-Catalyzed Intermolecular Allylic Alkylation/Allylic Dearomatization Reaction of Benzoylmethyl pyridines, Pyrazines, and Quinolines
2019Co-Authors: Hui-jun Zhang, Ze-peng Yang, Shu-li YouAbstract:An efficient synthesis of nitrogen-containing heterocycles via Pd-catalyzed tandem allylic alkylation and dearomatization reactions was reported. In this reaction design, heteroarenes such as pyridines, pyrazines, and quinolines serve as bis-nucleophiles by installing a benzoyl group at the C2 benzylic position. With but-2-ene-1,4-diyl dimethyl dicarbonate as the bis-electrophile, the tandem Pd-catalyzed intermolecular allylic alkylation/allylic dearomatization reaction of benzoylmethyl-substituted heteroarenes has been developed. 2,3-Dihydroindolizine, 6,7-dihydropyrrolo[1,2-a]pyrazine, and 1,2-dihydropyrrolo[1,2-a]quinolin derivatives were obtained in moderate to good yields
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iridium catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines pyrazines quinolines and isoquinolines
Journal of the American Chemical Society, 2015Co-Authors: Ze-peng Yang, Wen Shao, Shu-li YouAbstract:The first Ir-catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines, pyrazines, quinolines, and isoquinolines has been developed. Enabled by in situ formed chiral Ir-catalyst, the dearomatized products were isolated in high levels of yield (up to 99% yield) and enantioselectivity (up to 99% ee). It is worth noting that the Me-THQphos ligand is much more efficient than other tested ligands for the dearomatization of pyrazines and certain quinolines. Mechanistic studies of the dearomatization reaction were carried out, and the results suggest the feasibility of an alternative process which features the formation of a quinolinium as the key intermediate. The mechanistic findings render this reaction a yet unknown type in the chemistry of Reissert-type reactions. In addition, the utility of this method was showcased by a large-scale reaction and formal synthesis of (+)-gephyrotoxin.
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Iridium-Catalyzed Intramolecular Asymmetric Allylic Dearomatization Reaction of Pyridines, Pyrazines, Quinolines, and Isoquinolines
2015Co-Authors: Ze-peng Yang, Wen Shao, Shu-li YouAbstract:The first Ir-catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines, pyrazines, quinolines, and isoquinolines has been developed. Enabled by in situ formed chiral Ir-catalyst, the dearomatized products were isolated in high levels of yield (up to 99% yield) and enantioselectivity (up to 99% ee). It is worth noting that the Me-THQphos ligand is much more efficient than other tested ligands for the dearomatization of pyrazines and certain quinolines. Mechanistic studies of the dearomatization reaction were carried out, and the results suggest the feasibility of an alternative process which features the formation of a quinolinium as the key intermediate. The mechanistic findings render this reaction a yet unknown type in the chemistry of Reissert-type reactions. In addition, the utility of this method was showcased by a large-scale reaction and formal synthesis of (+)-gephyrotoxin
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direct asymmetric dearomatization of pyridines and pyrazines by iridium catalyzed allylic amination reactions
ChemInform, 2015Co-Authors: Ze-peng Yang, Shu-li YouAbstract:The first iridium-catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines and pyrazines is developed.
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direct asymmetric dearomatization of pyridines and pyrazines by iridium catalyzed allylic amination reactions
Angewandte Chemie, 2014Co-Authors: Ze-peng Yang, Shu-li YouAbstract:The first iridium-catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines and pyrazines has been realized. 2,3-Dihydroindolizine and 6,7-dihydropyrrolo[1,2-a]pyrazine derivatives were obtained with excellent yields and enantioselectivity. This methodology features dearomatization by direct N-allylic alkylation of pyridines or pyrazines under mild reaction conditions.