The 4‐hydroxyheptadecan‐7‐one (1) and 14‐hydroxyoctadecan‐8‐one (2), two new hydroxyketones isolated from leaves of Chiococca alba, were synthesized, for the first time, by hydroxy‐functionalized nitroalkanes 4 and 9, respectively, via two chemoselective key steps: i) nitroaldol condensation with basic alumina, and ii) direct Nef conversion of nitroalkenes to carbonyl derivatives with sodium hypophosphite, in order to preserve the OH group.
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