Publications - The Niu Group

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Catalytic Glycosylation for Minimally Protected Donors and Acceptors

Qiu-Di Dang⁺, Yi-Hui Deng⁺, Tian-Yu Sun, Yao Zhang, Jun Li, Xia Zhang, Yun-Dong Wu* & Dawen Niu*

Nature, 2024, 632, 313-319
Palladium catalysis enables cross-coupling–like SN2-glycosylation of phenols

Li-Fan Deng†, Yingwei Wang†, Shiyang Xu, Ao Shen, Hangping Zhu, Siyu Zhang, Xia Zhang, Dawen Niu*

Science 382, 928–935 (2023)
Radical Pathway Glycosylation Empowered by Bench-Stable Glycosyl Donors

Weidong Shang and Dawen Niu*

Acc. Chem. Res. 2023, 56, 18, 2473–2488
Direct synthesis of unprotected aryl C-glycosides by photoredox Ni-catalysed cross-coupling

Chen Zhang, Shi-Yang Xu, Hao Zuo, Xia Zhang, Qiu-Di Dang & Dawen Niu*

Nature synthesis 2023, 2, 251-260

Highlights by Nature synthesis
Generation and Use of Glycosyl Radicals under Acidic Conditions: Glycosyl Sulfinates as Precursors

Shiyang Xu, Wei Zhang, Caiyi Li, Yanjing Li, Hongxin Zeng, Yingwei Wang, Yang Zhang, and Dawen Niu*

Angew. Chem. Int. Ed. 2023, e202218303
Carbohydrate−DNA Conjugation Enabled by Glycosyl Radicals Generated from Glycosyl Sulnates

Hongxin Zeng,§ Yanjing Li,§ Rongfeng Wu, Daqi Liu, Yang Zhang,* Shiyang Xu, and Dawen Niu*

https://doi.org/10.1021/acs.orglett.3c008
Base-Promoted Glycosylation Allows Protecting Group-Free and Stereoselective O-Glycosylation of Carboxylic Acids

Hao Zuo, Chen Zhang, Dawen Niu*

Angew. Chem. Int. Ed. 2023, e202309887

D O I: 10.26434/chemrxiv-2023-3h8tf [opens in a new tab]
Halogen-bond-assisted radical activation of glycosyl donors enables mild and stereoconvergent 1,2-cis-glycosylation

Chen Zhang, Hao Zuo, Ga Young Lee, Yike Zou, Qiu-Di Dang, K. N. Houk* and Dawen Niu*

Nature Chemistry 2022, 14, 686–694

Highlights by NSFC

Highlights by WCH

Highlights by Sciencenet
Alkyl/Glycosyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives

Demeng Xie, Yingwei Wang, Xia Zhang*, Zhengyan Fu, and Dawen Niu*

Angewandte Chemie International Edition, 2022

Highlights by WileyChem
Doubly stereoconvergent construction of vicinal all-carbon quaternary and tertiary stereocenters by Cu/Mg-catalyzed propargylic substitution

Xiang Pu, Qiu-Di Dang, Lei Yang, Xia Zhang,* and Dawen Niu*

Nature Communications 2022, 13, 2457
Stereoselective Preparation of C-Aryl Glycosides via Visible-Light-Induced Nickel-Catalyzed Reductive Cross-Coupling of Glycosyl Chlorides and Aryl Bromides

Ze-Dong Mou, Jia-Xi Wang, Xia Zhang,* and Dawen Niu*

Adv. Synth. Catal. 2021, 363, 3025– 3029 (Very Important Publication)
Nonenzymatic Stereoselective S-Glycosylation of Polypeptides and Proteins

Li-Qiang Wan, Xia Zhang, Yike Zou, Rong Shi, Jin-Ge Cao, Shi-Yang Xu, Li-Fan Deng, Li Zhou, Yanqiu Gong, Xiaoling Shu, Ga Young Lee, Haiyan Ren, Lunzhi Dai, Shiqian Qi, K. N. Houk, and Dawen Niu*

J. Am. Chem. Soc. 2021, 143, 31, 11919–11926

Highlight by Benjamin List and Benjamin Mitschke
Site-switchable mono-O-allylation of polyols (Selective modification of polyols, carbohydrates, and natural products)

Hua Tang, Yu-Biao Tian, Hongyan Cui, Ren-Zhe Li, Xia Zhang, Dawen Niu*

Nature Communications volume 11, Article number: 5681 (2020)

Editors’ Highlights by Dr. Giovanni Bottari

Highlights
A radical approach to make unnatural amino acids through converting C–S bonds in cysteine derivatives to C–C bonds （Functional group tolerant method of making peptide derivatives）

Yingwei Wang, Li-Fan Deng, Xia Zhang*, Ze-Dong Mou, Dawen Niu*

Angewandte Chemie International Edition, 2021, 60, 2155–2159

Highlight by Hisashi Yamamoto and Isai Ramakrishna
Generation of Glycosyl Radicals from Glycosyl Sulfoxides and Its Use in the Synthesis of C‐linked Glycoconjugates

Weidong Shang, Sheng‐Nan Su, Rong Shi, Ze‐Dong Mou, Guo‐Qiang Yu, Xia Zhang*，Dawen Niu*

Angewandte Chemie International Edition, 2021, 60, 385–390 (Selected as Free to Read Paper)
Asymmetric O-propargylation of secondary aliphatic alcohols （Asymmetric propargylation of monosaccharides and natural products）

Ren-Zhe Li, Da-Qi Liu, Dawen Niu*

Nature Catalysis, 2020, 3, 672–680

Highlight by Liangqiu Lu
Catalytic Asymmetric Synthesis of α-Tetrasubstituted α-Trifluoromethyl Homoallylic Amines by Ir-Catalyzed Umpolung Allylation of Imines

Yingwei Wang, Li-Fan Deng, Xia Zhang,* and Dawen Niu*

Org. Lett. 2019, 21, 17, 6951-6956
Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of α-Oxo-Vinylsulfones to Prepare C-Aryl Glycals and Acyclic Vinyl Ethers

Liang Gong, Hongbao Sun, Li-fan Deng, Xia Zhang, Jie Liu, Shengyong Yang, and Dawen Niu*

Journal of the American Chemical Society, 2019, 141, 19, 7680-7686
Ligand-controlled, transition-metal catalyzed site-selective modification of glycosides

Weidong Shang, Bin He, and Dawen Niu*

Carbohydrate Research, 2019, 474, 16-33 (invited review)
2-Azaallyl Anions, 2-Azaallyl Cations, 2-Azaallyl Radicals, and Azomethine Ylides

Shaojian Tang†, Xia Zhang†, Jiayue Sun, Dawen Niu*, and Jason J. Chruma*

Chem. Rev., 2018, 118(20), 10393–10457
Diastereo‐ and enantioselective propargylations of 5H‐thiazol‐4‐ones and 5H‐oxazol‐4‐ones as enabled by Cu/Zn and Cu/Ti catalysis

Zhengyan Fu, Ning Deng, Sheng-Nan Su, Hongyang Li, Ren-Zhe Li, Xia Zhang, Jie Liu, and Dawen Niu*

Angewandte Chemie International Edition, 2018, 57(46), 15217-15221
Metal‐ and Base‐Free Room‐Temperature Amination of Organoboronic Acids with N‐Alkyl Hydroxylamines

Hong‐Bao Sun, Liang Gong, Yu‐Biao Tian, Jin‐Gui Wu, Xia Zhang, Jie Liu, Zhengyan Fu, and Dawen Niu*

Angewandte Chemie International Edition, 2018 57(30), 9456-9460

Highlight by Paul Knochel and Simon Graßl
Site-Selective O-Arylation of Glycosides

Weidong Shang, Ze-Dong Mou, Hua Tang, Xia Zhang, Jie Liu, Zhengyan Fu, and Dawen Niu*

Angewandte Chemie International Edition, 2018, 130(1), 320-324
Site-Divergent Delivery of Terminal Propargyls to Carbohydrates by Synergistic Catalysis

Ren-Zhe Li, Hua Tang, Liqiang Wan, Xia Zhang, Zhengyan Fu, Jie Liu, Shengyong Yang, Da Jia, and Dawen Niu*

Chem 2017, 3, 834-845

Highlights

Preview by Prof. Weiping Tang
Iridium-Catalyzed Asymmetric Umpolung Allylation of N-Fluorenyl Imines to Prepare 1,4-Disubstituted Homoallylic Amines

Liqiang Wan, Lan Tian, Jie Liu, and Dawen Niu*

Synlett 2017, 28(16), 2051-2056 (invited review)
Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2-Diols by Copper/Borinic Acid Dual Catalysis

R-Z Li, H Tang, KR Yang, L-Q Wan, X Zhang, J Liu, Z Fu, and D Niu*

Angewandte Chemie International Edition 2017, 56, 7213–7217
Catalytic Asymmetric Umpolung Allylation of Imines

J Liu, C-G Cao, H-B Sun, X Zhang, and D Niu*

Journal of the American Chemical Society 2016, 138, 13103–13106
Silver-Assisted, Iridium-Catalyzed Allylation of Bis[(pinacolato)boryl]methane Allows the Synthesis of Enantioenriched Homoallylic Organoboronic Esters

M Zhan, R-Z Li, Z-D Mou, C-G Cao, J Liu*, Y Chen*, and D Niu*

ACS Catal., 2016, 6, 3381–3386

Highlights
The Hexadehydro-Diels–Alder Cycloisomerization Reaction Proceeds by a Stepwise Mechanism

T Wang, D Niu, and TR Hoye*

Journal of the American Chemical Society 2016, 138 (25) 7832–7835
Use of a “Catalytic” Cosolvent, N,N-Dimethyl Octanamide, Allows the Flow Synthesis of Imatinib with no Solvent Switch

JC Yang, D Niu, BP Karston, F Lima, SL Buchwald*

Angewandte Chemie International Edition 2016, 55 (7), 2531–2535
Design of Modified Amine Transfer Reagents Allows the Synthesis of α-Chiral Secondary Amines via CuH-Catalyzed Hydroamination

D Niu, SL Buchwald*

Journal of the American Chemical Society 2015, 137 (30), 9716–9721
Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines

Y Yang, S Shi, D Niu, P Liu, SL Buchwald*

Science 2015, 349, 62-66
Mechanism of the Reactions of Alcohols with o-Benzynes

PH Willoughby, D Niu, T Wang, MK Haj, CJ Cramer, TR Hoye*

Journal of the American Chemical Society 2014, 136 (39), 13657-13665
The aromatic ene reaction

D Niu, TR Hoye*

Nature Chemistry 2014, 6 (1), 34-40
Dichlorination of (Hexadehydro-Diels–Alder Generated) Benzynes and a Protocol for Interrogating the Kinetic Order of Bimolecular Aryne Trapping Reactions

D Niu, T Wang, BP Woods, TR Hoye*

Organic letters 2013, 16 (1), 254-257
Alkane desaturation by concerted double hydrogen atom transfer to benzyne

D Niu, PH Willoughby, BP Woods, B Baire, TR Hoye*

Nature 2013, 501 (7468), 531-534
Synthesis of complex benzenoids via the intermediate generation of o-benzynes through the hexadehydro-Diels-Alder reaction

B Baire, D Niu, PH Willoughby, BP Woods, TR Hoye*

Nature protocols 2013, 8 (3), 501-508
The hexadehydro-Diels–Alder reaction

TR Hoye*, B Baire, D Niu, PH Willoughby, BP Woods

Nature 2012, 490 (7419), 208-212
A Concise Total Synthesis of (±)-and (−)-Okilactomycin D

D Niu, TR Hoye*

Organic letters 2012, 14 (3), 828-831