This work provides a general entry to α-diketones and a direct route to furanosyl borate diester (AI-2), a signal molecule for inter-species quorum sensing. This new synthetic route enables studies to assess the role of AI-2 in the rhizosphere microbiome.
Significance and Impact:
The conventional approach to α-diketones employs expensive and toxic metals. The new method uses no metals and proceeds readily at sub-ambient temperatures.
Alterman, J. L.; Vang, D.X.; Stroud, M.R.; Halverson, L.J.; Kraus. G.A. Ozonolysis of Alkynes – A Flexible Route to α-Diketones. Synthesis of AI-2 Organic Letters, 2020, 0000. DOI: 10.1021/acs.orglett.0c02182.