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Crystal structure of (1S,2R,4S)-1-[(morpholin-4-yl)-methyl]-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

2015, Outouch, Rachid, Oubaassine, Saadia, Ali, Mustapha Ait, El Firdoussi, Larbi, Spannenberg, Anke

The asymmetric unit of the title compound, C14H25NO3, contains two independent mol­ecules with similar geometry. The morpholine and cyclo­hexane rings of both mol­ecules adopt a chair conformation. Intra­molecular O-H...N hydrogen bonds are observed. In the crystal, mol­ecules are linked by O-H...O hydrogen bonds into chains parallel to the [101] direction. The chains are further connected through C-H...O hydrogen bonds forming undulating layers parallel to the (-101) plane. The absolute configuration was assigned by reference to an unchanging chiral centre in the synthetic procedure.

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Catalytic β-Bromohydroxylation of Natural Terpenes: Useful Intermediates for the Synthesis of Terpenic Epoxides

2018, Oubaassine, Saadia, Köckritz, Angela, Eckelt, Reinhard, Martin, Andreas, Ait Ali, Mustapha, El Firdoussi, Larbi

In a one-step procedure, various ß-bromoalcohols were synthesized from natural terpenes in good to excellent yields. Using different catalysts, the reaction was carried out at room temperature, with H 2 O as nucleophile and N-bromosuccinimide as a bromine source under mild reaction conditions. The synthesized ß-bromoalcohols were subsequently converted in situ to the corresponding epoxides in good yields. © 2019 Saadia Oubaassine et al.