Work

Structural Tuning of Inefficient C 1‑Symmetric Iodoarene for Efficient Enantioselective Oxidative Organocatalysis

Year: 2026

Type: article

Abstract: A new iodoarene catalyst with C1 symmetry was developed for enantioselective oxidative transformations. Notably, in the α-tosyloxylation of ketones, the catalyst delivered up to 85% yield and 75% ee. Comparative studies showed superior selectivity over analogs with C2 symmetry, which yielded racemic products. Density function theory (DFT) studies revealed a key stereodetermining complex in the reaction mechanism, supporting the origin of the enantioselectivity. The broad substrate scope demonstrates the versatility of the catalyst. These results emphasize the value of the C1-symmetric design for chiral hypervalent iodine catalysis.

Source: ACS Omega

DOI: 10.1021/acsomega.5c13099

Authors: Kondapalli Pavankumar, Rajendra P. Shirke, Kang Kim, Bhargav Gupta Nangunuri, Mi-Hyun Kim

Institution: Gachon University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $1,935

Funders: Gachon University, National Research Foundation of Korea