Royal Society of Chemistry
Organic and Biomolecular Chemistry
The syntheses of 12 stereochemically diverse polyhydroxyl aminocyclohexane (“aminocyclitols”) derivatives are described. These short syntheses require 2–5 steps from N-(2,4-cyclohexadien-1-yl)phthalimide, which is prepared in two steps from tricarbonyl(cyclohexadienyl)iron(1+). The relative stereochemistries of the aminocyclitols were assigned by 1H NMR spectroscopy as well as X-ray diffraction analysis.
Sar, Anobick; Lindeman, Sergey; and Donaldson, William, "De novo synthesis of polyhydroxyl aminocyclohexanes" (2010). Chemistry Faculty Research and Publications. 42.
donaldson_1390acc.docx (391 kB)
Accepted version. Organic and Biomolecular Chemistry, 8 (2010), DOI: 10.1039/C004730A. © 2010 Royal Society of Chemistry. Used with permission.