Sulfamate-Tethered Aza-Wacker Strategy for a Kasugamine Synthon

J Org Chem. 2024 Jan 5;89(1):793-797. doi: 10.1021/acs.joc.3c02292. Epub 2023 Dec 8.

Abstract

We present our preparation of a kasugamine synthon, which proceeds in 14 steps from a literature epoxide. We expect that this kasugamine derivative can be used for the total syntheses of kasugamycin, minosaminomycin, and analogue antibiotics. A key step in the synthesis is our laboratory's sulfamate-tethered aza-Wacker cyclization.