Expanded scope of Griesbaum co-ozonolysis for the preparation of structurally diverse sensors of ferrous iron. Issue 54 (22nd October 2021)

• Record Type: Journal Article
• Authors: Chen, Jun; Gonciarz, Ryan L.; Renslo, Adam R.
• Is Part Of: RSC advances. Volume 11:Issue 54(2021)
• Page Start: 34338
• Page End: 34342
• Publication Date: 2021-10-22
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1ra05932g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Improved, low temperature conditions for Griesbaum co-ozonolysis enables the preparation of structurally diverse 1, 2, 4-trioxolane-based sensors of ferrous iron for caging of reporters and therapeutic payloads. Abstract : Sterically shielded 1, 2, 4-trioxolanes prepared by Griesbaum co-ozonolysis have been utilized as chemical sensors of ferrous iron in several recently described chemical probes of labile iron. Here we report optimized conditions for co-ozonolysis that proceed efficiently and with high diastereoselectivity across an expanded range of substrates, and should enable a new generation of labile iron probes with altered reaction kinetics and physicochemical properties.