Article
Chemistry, Multidisciplinary
Wang Miao, Jinyu Zhang, Yanyan Yang, Weijun Tang, Dong Xue, Jianliang Xiao, Huaming Sun, Chao Wang
Summary: The transformation of alcohols into value-added products is of great importance, and this study achieved the selective functionalization of a sp(3) C-H bond on the alkyl side chain of an alcohol, expanding the chemical space of alcohols using the borrowing hydrogen strategy.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Applied
Zuo-Yu Zhang, Bo-Bo Gou, Quannan Wang, Qing Gu, Shu-Li You
Summary: A Rh-catalyzed asymmetric C(sp(3))-H arylation of 8-benzylquinolines with arylboronic acids has been developed. The reaction proceeds smoothly with good to excellent enantioselective control, giving a series of enantioenriched triarylmethanes in moderate to good yields (24-89% yields, 63-93% ee). This method shows a broad substrate scope and good functional group tolerance under mild conditions.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Min Zhang, Yuqi Ji, Chun Zhang
Summary: This review summarized the researches on the asymmetric chain-walking reactions catalyzed by transition metal in the past decade, classified according to the species of metal catalysts.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Review
Chemistry, Physical
Eleonora Tosi, Renata Marcia de Figueiredo, Jean-Marc Campagne
Summary: The crucial role of compounds bearing amide functions has led to significant discoveries and innovative approaches in various fields, with enantioselective C-H functionalization emerging as a straightforward alternative for synthesizing chiral amides, especially in the life sciences and medicinal chemistry.
Article
Chemistry, Organic
Xiao-Ling Huang, Chong Li, Juan Wang, Shang-Dong Yang
Summary: The method developed allows for the C-3 arylation of phosphorus-containing indole compounds in the presence of CuI under mild conditions, providing a reliable way for ligand modification.
SYNTHESIS-STUTTGART
(2022)
Review
Chemistry, Multidisciplinary
Ting Wu, Wenjun Tang
Summary: This Minireview summarizes recent progress on the synthesis of bridged polycyclic skeletons by transition-metal-catalyzed carbon-carbon bond-forming reactions, detailing four main ring-forming strategies.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Zhaojie Li, Jie Shen, Qing Jiang, Sheng Shen, Jing Zhou, Huaqiang Zeng
Summary: When aligned in one dimension on the same side, multiple non-covalently associated crown ether groups can exhibit higher catalytic activity, resulting in significantly reduced catalyst loading.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Applied
Yuki Umakoshi, Yusuke Takemoto, Akira Tsubouchi, Viktor V. Zhdankin, Akira Yoshimura, Akio Saito
Summary: A transition metal iodine catalyst is used to synthesize oxazoles through C-C bond formation between unfunctionalized alkynes and arenes, resulting in the introduction of aryl groups into the side chain of the compounds.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Yuqi Ji, Min Zhang, Mimi Xing, Huanhuan Cui, Qian Zhao, Chun Zhang
Summary: In recent years, enantioselective borylative cyclization reactions have been intensively studied, with many research groups developing efficient methods to transform unsaturated systems into asymmetric cyclic organoboron compounds. Fused rings containing more than two contiguous chiral centers can be obtained using this strategy.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jieshuai Xiao, Minyan Wang, Xuwen Yin, Shuo Yang, Pei Gu, Xueli Lv, Yue Zhao, Zhuangzhi Shi
Summary: The first asymmetric reductive (hetero)arylations of imines using aryl and heteroaryl halides enabled by a chiral cobalt-bisphosphine catalyst are reported. This approach shows good functional group compatibility and complements the reported strategy without use of organometallic reagents. Mechanistic investigations supported that aryl-cobalt, instead of an arylzinc reagent, was formed in situ in this reductive aryl-addition event.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yongliang Zhang, Ke Zhao, Xinyi Li, Carlos D. Quintanilla, Liming Zhang
Summary: By using a chiral bifunctional phosphine ligand, a highly efficient and enantioselective dearomatization of phenols is achieved through metal-ligand cooperation. The reaction shows great generality by allowing substitutions at various positions of benzene, including electron-withdrawing groups and carbon-based groups. Spirocyclohexadienone-pyrrol-2-ones, spirocyclohexadienone-butenolides, and spirocyclohexadenone-cyclopentenones are formed in high yields and with high enantioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Ke Zhao, Philip Kohnke, Ziguang Yang, Xinpeng Cheng, Shu-Li You, Liming Zhang
Summary: A gold(I)-catalyzed enantioselective dearomatization is achieved through metal-chiral ligand cooperation. A new and divergent synthesis of chiral bifunctional binaphthyl-2-ylphosphines is developed for rapid access to these ligands, enabling broad substrate scope. The selective acceleration of one enantiomer formation is achieved through hydrogen bonding between substrate and ligand remote basic group, leading to enantiomeric excesses up to 98%.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Inorganic & Nuclear
Helene Pellissier
Summary: This review summarizes the recent advances in enantioselective zinc-catalyzed transformations since the beginning of 2015, highlighting the development of a range of highly enantioselective reactions in the past six years.
COORDINATION CHEMISTRY REVIEWS
(2021)
Article
Chemistry, Multidisciplinary
Rajashree Newar, Naved Akhtar, Neha Antil, Ajay Kumar, Sakshi Shukla, Wahida Begum, Kuntal Manna
Summary: This study presents a strategy to develop eco-friendly asymmetric catalysts using naturally occurring amino acids and earth-abundant metals, resulting in highly active and enantioselective catalysts for hydrosilylation and hydroboration of carbonyl compounds by grafting amino acids within the pores of a metal-organic framework (MOF) and post-synthetic metalation with iron precursor. The MOF-Fe catalyst exhibited high turnover numbers and good recyclability, demonstrating higher activity and enantioselectivity compared to its homogeneous control catalyst due to the formation of robust single-site catalyst in the MOF through site-isolation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Inorganic & Nuclear
Helene Pellissier
Summary: This review presents the recent advancements in the field of enantioselective titanium-catalyzed transformations since the beginning of 2015, demonstrating the effectiveness of chiral green titanium catalysts in promoting various types of reactions. A previous review in a book published in 2016 covered the literature up to the end of 2014. Over the past seven years, a range of highly efficient reactions have been developed.
COORDINATION CHEMISTRY REVIEWS
(2022)
Article
Chemistry, Multidisciplinary
Zachary T. Ariki, Yuuki Maekawa, Masakazu Nambo, Cathleen M. Crudden
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Multidisciplinary
Renee W. Y. Man, Chien-Hung Li, Michael W. A. MacLean, Olena V. Zenkina, Matthew T. Zamora, Lisa N. Saunders, Alexander Rousina-Webb, Masakazu Narnbo, Cathleen M. Crudden
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Multidisciplinary
Masakazu Nambo, Yasuyo Tahara, Jacky C. -H. Yim, Cathleen M. Crudden
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Multidisciplinary
Mina R. Narouz, Kimberly M. Osten, Phillip J. Unsworth, Renee W. Y. Man, Kirsi Salorinne, Shinjiro Takano, Ryohei Tomihara, Sami Kaappa, Sami Malola, Cao-Thang Dinh, J. Daniel Padmos, Kennedy Ayoo, Patrick J. Garrett, Masakazu Nambo, J. Hugh Horton, Edward H. Sargent, Hannu Hakkinen, Tatsuya Tsukuda, Cathleen M. Crudden
Article
Multidisciplinary Sciences
Masakazu NamboD, Jacky C-H Yim, Luiza B. O. Freitas, Yasuyo Tahara, Zachary T. Ariki, Yuuki Maekawa, Daisuke Yokogawa, Cathleen M. Crudden
NATURE COMMUNICATIONS
(2019)
Article
Chemistry, Multidisciplinary
Yuuki Maekawa, Masakazu Nambo, Daisuke Yokogawa, Cathleen M. Crudden
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Organic
Joshua J. Clarke, Yuuki Maekawa, Masakazu Nambo, Cathleen M. Crudden
Summary: Mesoionic carbene-stabilized borenium ions are used to efficiently reduce substituted pyridines to piperidines, with the silane playing a critical role in preventing adduct formation between the piperidine product and the borenium catalyst.
Article
Chemistry, Multidisciplinary
Renee W. Y. Man, Hong Yi, Sami Malola, Shinjiro Takano, Tatsuya Tsukuda, Hannu Hakkinen, Masakazu Nambo, Cathleen M. Crudden
Summary: This study reports the first chiral Au-10 nanoclusters stabilized by chiral bis N-heterocyclic carbene (bisNHC) ligands and confirms their structure and properties. DFT calculations further reveal the electronic structure and optical characteristics, as well as chirality transfer, of this nanocluster.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Review
Chemistry, Physical
Masakazu Nambo, Yuuki Maekawa, Cathleen M. Crudden
Summary: This Review summarizes the recent advances in the desulfonylative transformations of sulfones using molecular catalysis. Different types of catalysts, including transition-metal catalysts, photocatalysts, and organocatalysts, are discussed. The design of the sulfonyl group is identified as a critical factor in controlling reactivity.
Article
Chemistry, Physical
Masakazu Nambo, Koushik Ghosh, Jacky C. -H. Yim, Yasuyo Tahara, Naoto Inai, Takeshi Yanai, Cathleen M. Crudden
Summary: This paper describes the desulfonylative radical addition of tertiary alkyl groups to gem-difluoroalkenes using a photoredox Ir-catalyst. This method allows for highly stereoselective synthesis of structurally diverse (E)-fluoroalkene derivatives. The resulting (E)-fluoroalkenes can then be converted into complex fused cyclic compounds through intramolecular cyclization reactions. Control experiments and theoretical calculations support the idea that a single Ir catalyst is responsible for generating radical species from sulfones via single electron transfer and mediating Z/E isomerization via energy transfer.
Article
Chemistry, Organic
Ryusei Ohkura, Motoo Ohtsuka, Jacky C-H Yim, Masakazu Nambo, Cathleen M. Crudden
Summary: A desulfonylative homocoupling reaction of benzylic sulfone derivatives using a photoredox Ir catalyst is reported. The 3,5-bis(trifluoromethyl)phenyl group is an effective substituent on the sulfonyl group, leading to the formation of structurally diverse multiply arylated ethanes in good yields. The use of alpha-deuterated or alpha-fluorinated sulfones, which can be easily prepared through alpha-functionalization, also demonstrates the synthesis route for medicinally important structures.
Article
Chemistry, Multidisciplinary
Hong Yi, Kimberly M. Osten, Tetyana Levchenko, Alex J. Veinot, Yoshitaka Aramaki, Takashi Ooi, Masakazu Nambo, Cathleen M. Crudden
Summary: A series of chiral Au-13 nanoclusters were successfully synthesized and characterized, exhibiting high luminescence and stability. This opens up opportunities for further investigation into the impact of chirality on the properties of these clusters.
Article
Chemistry, Multidisciplinary
Masakazu Nambo, Yasuyo Tahara, Jacky C-H Yim, Daisuke Yokogawa, Cathleen M. Crudden
Summary: A new method has been developed for generating tertiary radicals through single electron reduction of alkylsulfones promoted by Zn and 1,10-phenanthroline. These radicals can be used in the Giese reaction to produce structurally diverse quaternary products in good yields. The utility of this method was demonstrated through intramolecular and iterative reactions to create complex structures, with the radical generation process being investigated through control experiments and theoretical calculations.
Article
Chemistry, Multidisciplinary
Kirsi Salorinne, Renee W. Y. Man, Paul A. Lummis, Maryam Sabooni Asre Hazer, Sami Malola, Jacky C-H Yim, Alex J. Veinot, Wenxia Zhou, Hannu Hakkinen, Masakazu Nambo, Cathleen M. Crudden
CHEMICAL COMMUNICATIONS
(2020)
Article
Chemistry, Organic
Yuuki Maekawa, Zachary T. Ariki, Masakazu Nambo, Cathleen M. Crudden
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
