Recent advances in (dynamic) kinetic resolution and desymmetrization catalyzed by chiral phosphoric acids

W Liu, X Yang - Asian Journal of Organic Chemistry, 2021 - Wiley Online Library
Kinetic resolution, dynamic kinetic resolution and desymmetrization are practical methods to
produce enantioenriched products from relatively simple racemic or achiral starting …

Catalytic enantioselective desymmetrization of meso-aziridines

PJ Yang, Z Chai - Organic & Biomolecular Chemistry, 2023 - pubs.rsc.org
As a type of readily available small strained-ring heterocycle, meso-aziridines may undergo
catalytic desymmetrizing transformations to empower the rapid construction of diverse …

Nickel-Catalyzed Enantioselective C(sp3)–C(sp3) Cross-Electrophile Coupling of N-Sulfonyl Styrenyl Aziridines with Alkyl Bromides

Y Lan, Q Han, P Liao, R Chen, F Fan… - Journal of the …, 2024 - ACS Publications
Herein, we report the first example of a highly enantioselective alkylative aziridine ring
opening. Under the catalysis of a chiral nickel/pyridine-imidazoline complex, asymmetric C …

Kinetic Resolution of trans-2,3-Aziridinyl Alcohols via Hydroxyl Directed Regio- and Enantioselective Ring Opening Reactions

ZR Chang, SS Du, C Zhang, SH Chen, YZ Hua… - ACS …, 2023 - ACS Publications
An efficient kinetic resolution of racemic trans-2, 3-aziridinyl alcohols is established via zinc
catalyzed ring opening reactions with various amines as the nucleophiles. The directing …

Merging Ring-Opening 1,2-Metallate Shift with Asymmetric C(sp3)–H Borylation of Aziridines

BL Wang, H Zhao, XW Wang, S Xu - Journal of the American …, 2024 - ACS Publications
Chiral secondary alkyl amines with a vicinal quaternary stereocenter are undoubtedly
important and ubiquitous subunits in natural products and pharmaceuticals. However, their …

Kinetic Resolution of Aziridines Enabled by N‐Heterocyclic Carbene/Copper Cooperative Catalysis: Carbene Dose‐Controlled Chemo‐Switchability

ZJ Zhang, YH Wen, J Song… - Angewandte Chemie …, 2021 - Wiley Online Library
Catalytic kinetic resolution (KR) and dynamic kinetic asymmetric transformation (DyKAT) are
alternative and complementary avenues to access chiral stereoisomers of both starting …

Parallel kinetic resolution of aziridines via chiral phosphoric acid-catalyzed apparent hydrolytic ring-opening

J Liu, YY Du, YS He, Y Liang, SZ Liu, YY Li… - Chemical Science, 2023 - pubs.rsc.org
We report a chiral phosphoric acid catalyzed apparent hydrolytic ring-opening reaction of
racemic aziridines in a regiodivergent parallel kinetic resolution manner. Harnessing the …

Substrate Directed Regio‐and Enantioselective Ring‐Opening of Epoxides and Aziridines

WN Sun, GJ Mei, SK Jia - ChemCatChem, 2024 - Wiley Online Library
The oxirane and aziridine rings are valuable building blocks in modern synthetic chemistry
and catalytic asymmetric ring opening reactions of these three membered ring systems have …

Synthesis of Chiral Vicinal Amino Alcohol Derivatives via Lewis Acid‐Catalyzed Asymmetric Ring Opening of Aziridines with Alcohols and Carboxylic Acids

CX Ma, Q Hu, HL Qin, G Yang… - Advanced Synthesis & …, 2024 - Wiley Online Library
Under the catalysis of a Cu (I) or Ag (I) salt with a chiral diphosphine ligand, the
enantioselective nucleophilic ring opening of racemic 2‐styrenylaziridines via kinetic …

Enantioselective synthesis of azetidines through [3+ 1]-cycloaddition of donor–acceptor aziridines with isocyanides

F Zhang, X Sang, Y Zhou, W Cao, X Feng - Organic Letters, 2022 - ACS Publications
The enantioselective [3+ 1]-cycloaddition of racemic donor–acceptor (D–A) aziridines with
isocyanides was first realized under mild reaction conditions using a chiral N, N …