Beilstein J. Org. Chem.2016,12, 2343–2350, doi:10.3762/bjoc.12.227
precursors are employed as starting materials. As an example of application of the method, the indirect selective protection of secondary inositols’ hydroxy functions, by placing specific protecting groups on the aldohexos-5-ulose precursor has been presented.
Keywords: aldohexos-5-uloses; inositols
-promoted [28][29][30] pinacol coupling of dialdehyde derivatives).
A strategy related to the latter approach relies on a base-promoted aldol condensation of aldohexos-5-uloses followed by reduction of the carbonyl group, as reported in the retrosynthetic Scheme 1. This method again uses sugars as starting
synthetically useful result was obtained when the aldol condensation of aldohexos-5-uloses derivatives was run in organic solvents in the presence of an organic base. The reaction occurred in a completely stereocontrolled manner and led to a single inosose intermediate [33][34][35]. The subsequent