ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
C-N Axial Chiral Hypervalent Iodine Reagents: Catalytic Stereoselective α-Oxytosylation of Ketones.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Structural Tuning of InefficientACS omega · 2026Article
- Synthesis of Chiral Iodoaniline-Lactate Based Catalysts for the α-Functionalization of Ketones.ACS organic & inorganic Au · 2023Article
- Catalytic Atroposelective Aerobic Oxidation Approaches to Axially Chiral Molecules.The Journal of organic chemistry · 2023Article
- Toward a General Protocol for Catalytic Oxidative Transformations Using Electrochemically Generated Hypervalent Iodine Species.The Journal of organic chemistry · 2023Article
- Chiral Iodotriptycenes: Synthesis and Catalytic Applications.ChemistryOpen · 2022Article
- C-N Axial Chiral Hypervalent Iodine Reagents: Catalytic Stereoselective α-Oxytosylation of Ketones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
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4 authors.
Funding
Abstract
A simple synthesis of a library of novel C-N axially chiral iodoarenes is achieved in a three-step synthesis from commercially available aniline derivatives. C-N axial chiral iodine reagents are rarely investigated in the hypervalent iodine arena. The potential of the novel chiral iodoarenes as organocatalysts for stereoselective oxidative transformations is assessed using the well explored, but challenging stereoselective α-oxytosylation of ketones. All investigated reagents catalyse the stereoselective oxidation of propiophenone to the corresponding chiral α-oxytosylated products with good stereochemical control. Using the optimised reaction conditions a wide range of products was obtained in generally good to excellent yields and with good enantioselectivities.
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