Work

Application of Cyclic Diaryliodonium Salts in the Synthesis of Axially Chiral Natural Product Analogues

Year: 2024

Type: article

Abstract: The application of cyclic diaryliodonium salts in the synthesis of bioactive natural product analogues was demonstrated. Axially chiral biaryls were obtained via the enantioselective ring opening of cyclic diaryliodonium salts. Regioselective borylation was key in accessing both enantiomers of a biphenol key intermediate in eight steps overall. 8,8″-Amino biflavones were synthesized, their bioactivity profiled, and the eutomer identified. The structure-activity relationship was probed.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c01308

Authors: Moritz K. T. Klischan, Céline David, Daniel Grudzinski, Wolfgang Frey, Björn Stork, Jörg Pietruszka

Institutions: Forschungszentrum Jülich, Heinrich Heine University Düsseldorf, Düsseldorf University Hospital, University of Stuttgart

Language: English

Topic: Axial and Atropisomeric Chirality Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Deutsche Forschungsgemeinschaft, Forschungszentrum Jülich, Heinrich-Heine-Universität Düsseldorf