Article
Chemistry, Organic
Ting-Peng Li, Ren-Sha Li, Wei Hu, Jia-Xin Xie, Minghui Xu, Chun Feng, Hai-Liang Ni, Wen-Hao Yu, Ping Hu, Bi-Qin Wang, Peng Cao
Summary: The cascade reaction of Ir-catalyzed enantioselective allylic amination and Cu-catalyzed alkyne-azide cycloaddition allows for the efficient synthesis of enantioenriched homoallylic amidines.
Article
Chemistry, Multidisciplinary
Shenghao Wang, Chun Luo, Lei Zhao, Junsong Zhao, Lanlan Zhang, Bolin Zhu, Chao Wang
Summary: The research presented here developed a novel catalytic system for regioselective dicarbofunctionalization of homoallylic amines. By activating cost-effective Ni(II) precatalyst with arylboronic acids, selective diarylation and arylalkylation of unactivated alkenes was achieved.
CELL REPORTS PHYSICAL SCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Bo Yang, Jihui Gao, Xingfa Tan, Yicong Ge, Chuan He
Summary: A new type of chiral silyl ligand is developed, enabling the first iridium-catalyzed atroposelective intermolecular C-H silylation reaction of 2-arylisoquinolines. This protocol offers mild reaction conditions, high atom economy, and remarkable yield with excellent stereoselectivity, delivering enantioenriched axially chiral silane platform molecules with facile convertibility. The success of this unprecedented transformation relies on a novel chiral PSiSi-ligand, which facilitates the intermolecular C-H silylation process with perfect chem-, regio-, and stereo-control via a multi-coordinated silyl iridium complex.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Guangying Tan, Mowpriya Das, Roman Kleinmans, Felix Katzenburg, Constantin Daniliuc, Frank Glorius
Summary: This study reveals a metal-free, photosensitized dearomative unsymmetrical diamination reaction, which generates two N-centred radicals with different reactivity via an energy transfer process, achieving the highly selective synthesis of vicinal diamines.
Article
Chemistry, Multidisciplinary
Xiu-Lian Zhang, Jun Gu, Wen-Hao Cui, Zhiwen Ye, Wenbin Yi, Qiang Zhang, Ying He
Summary: This study reports a novel method for the efficient synthesis of configurationally stable axially chiral B,N-heterocycles. By using a stepwise asymmetric synthesis strategy, compounds with two different types of stereogenic axes were successfully constructed. The NH center and pi interactions were found to play an important role in achieving stereoisomerization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Liexin Wu, Huiying Xu, Hui Gao, Liping Li, Weijie Chen, Zhi Zhou, Wei Yi
Summary: The study presents a (CpRh)-Rh-X(III)-catalyzed enantioselective intermolecular carboamination of 1,3-dienes, allowing the direct synthesis of chiral allylic amines with phenol functionalities under mild conditions. The mechanistic pathway involves an unusual Rh(III)-Rh(I)-Rh(III) catalytic cycle and has shown potential in the derivation of natural products and bioactive complexes.
Article
Chemistry, Multidisciplinary
Jialin Qi, Fang Wei, Chen-Ho Tung, Zhenghu Xu
Summary: An innovative asymmetric multicomponent, interrupted Kinugasa allylic alkylation (IKAA) reaction has been developed, providing a high-yield and high stereoselective synthesis of alpha-quaternary chiral beta-lactams that cannot be produced with existing methods. A key feature of this reaction is the stereoselective coupling of transient organometallic intermediates formed in situ with two catalytic amounts.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Ruijie Mi, Zhiying Ding, Songjie Yu, Robert H. Crabtree, Xingwei Li
Summary: This study presents the design of N-protected O-allylhydroxyamines as bifunctional olefins for catalytic asymmetric carboamidation, resulting in the formation of chiral amino alcohols via C-H activation. The reaction pattern is dependent on the nature of the (hetero)arene reagent, with achiral (hetero)arenes giving centrally chiral beta-amino alcohols and axially prochiral or axially racemic heteroarenes yielding amino alcohols with both axial and central chirality. A nitrene-based reaction mechanism has been proposed based on experimental studies. The amino alcohol products show promising applications.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Chenguang Yu, Peng Ji, Yueteng Zhang, Xiang Meng, Wei Wang
Summary: This method utilizes a cascade cocatalysis strategy to achieve the easy construction of chiral gamma, gamma-disubstituted butenolides, showing good generality and effectiveness.
Article
Chemistry, Organic
Zhu Deng, Chen Zhi-Min
Summary: Chiral organosulfur compounds are important in organic synthesis and medicine. The enantioselective electrophilic sulfenylation reactions have gained significant attention recently. Through hydrogen bonding interactions, the Lewis base/Bronsted acid synergistic catalysis strategy has been developed for the efficient synthesis of chiral organosulfur compounds, as well as for asymmetric sulfenylation and substitution reactions.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Qingxiang Cao, Jie Luo, Xiaodan Zhao
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Physical
Yaoyu Liang, Xiaodan Zhao
Article
Chemistry, Organic
Wei Wei, Lihao Liao, Tian Qin, Xiaodan Zhao
Article
Chemistry, Multidisciplinary
Yaoyu Liang, Jieying Ji, Xiaoyan Zhang, Quanbin Jiang, Jie Luo, Xiaodan Zhao
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Multidisciplinary
Lihao Liao, Rui An, Huimin Li, Yang Xu, Jin-Ji Wu, Xiaodan Zhao
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Organic
Quanbin Jiang, Yaoyu Liang, Yuanyuan Zhang, Xiaodan Zhao
Article
Chemistry, Physical
Yuanyuan Zhang, Yaoyu Liang, Xiaodan Zhao
Summary: The enantioselective electrophilic three-component thioarylation of alkenes using chiral selenide catalysis with free phenols as arylating sources has been disclosed. Various chiral phenols were obtained in high regio-, enantio-, and diastereoselectivities. Mechanistic studies showed that the transformation proceeded through carbon nucleophilic attack to give the products rather than the intramolecular rearrangement of phenolic ether intermediates.
Article
Chemistry, Organic
Lihao Liao, Xiaodan Zhao
Summary: This paper highlights recent advances in organoselenium catalysis, including functionalization of alkenes, alkynes, and arenes through various types of selenium catalysis. These achievements are expected to inspire and benefit future research in this area.
Article
Chemistry, Multidisciplinary
Fei-Hu Cui, Yuhui Hua, Yu-Mei Lin, Jiawei Fei, Le-Han Gao, Xiaodan Zhao, Haiping Xia
Summary: The design of organometallic catalysts plays a crucial role in the development of catalytic reactions. In this study, a heterometallic [Os-Cu] complex with characteristics of bimetallics, metal-laaromatics, and pincer complexes is described as a highly effective catalyst for selective amino- and oxyselenation of unactivated alkenes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Quanbin Jiang, Huimin Li, Xiaodan Zhao
Summary: An efficient approach for catalytic electrophilic thiocarbocyclization of allenes to synthesize indene-based sulfides with excellent regioselectivities was disclosed. The reactions were conducted at low temperatures using selenide catalysis in the presence of TMSOTf. Both electrophilic arylthio and alkylthio reagents showed good performance under these conditions, and the method was also applicable to intermolecular azidothiolation of allenes.
Article
Chemistry, Organic
Wei Wei, Xiaodan Zhao
Summary: The carbon-carbon bond-forming cross-dehydrogenative coupling reaction using organoselenium catalysis involving a high-valent para-methoxyphenyl selenium species has been developed. This method enables the synthesis of alpha,alpha-disubstituted alpha-amino acid derivatives with excellent regioselectivities through vinyl or allylic C-H functionalization. The generality of this method has been demonstrated by the cross-coupling of an alkene with an oxindole and the direct functionalization of electron-rich arenes with azlactones.
Review
Chemistry, Multidisciplinary
Lihao Liao, Xiaodan Zhao
Summary: Asymmetric electrophilic reactions provide an ideal method for constructing chiral molecules, but there are many limitations. We have developed a series of chiral catalysts based on indane scaffold, which have been successfully used in various asymmetric electrophilic reactions, expanding the scope of electrophilic reactions.
ACCOUNTS OF CHEMICAL RESEARCH
(2022)
Article
Chemistry, Organic
Yaoyu Liang, Hui Jiao, Hang Zhang, You-Qing Wang, Xiaodan Zhao
Summary: A new strategy for the construction of chiral sulfides by catalytic enantioselective hydrothiolation of alkenes via an electrophilic pathway has been developed. The superior construction of chiral thiiranium ion intermediate is the key to achieving such a transformation.
Article
Chemistry, Organic
Tian Qin, Quanbin Jiang, Jieying Ji, Jie Luo, Xiaodan Zhao
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)