biostudies-literatureRarig RANIGMS NIH HHS9182-3https://www.ebi.ac.uk/biostudies/studies/S-EPMC2646882biostudies-literatureUnknown130(29)Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me2S.BH3/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity.Journal of the American Chemical SocietyOxygen-directed intramolecular hydroboration.PMC2646882T32 GM008597R01 GM067146GM067146GM08597Rarig RAScheideman MVedejs EfalseOxygen-directed intramolecular hydroboration.Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me2S.BH3/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity.2008-01-01T00:00:00Z2008 Jul2025-04-04T07:58:21.803Z2019-03-27T00:20:52ZS-EPMC26468821857294110.1021/ja800402g