Enantioselective synthesis of sphingadienines and aromatic ceramide analogs |
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| Authors: | Moreno María Murruzzu Caterina Riera Antoni |
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| Affiliation: | Unitat de Recerca en Síntesi Asimètrica (URSA-PCB), Institute for Research in Biomedicine (IRB) and Departament de Química Orgànica, Universitat de Barcelona, c/Baldiri Reixac, 10, E-08028 Barcelona, Spain. |
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| Abstract: | A new approach to the synthesis of sphingoid bases has been developed. The strategy is based on Sonogashira coupling of a chiral acetylenic carbamate that can be prepared in enantiomerically enriched form from 2,3-epoxy-4-pentyn-1-ol, which is readily accessible by Sharpless asymmetric epoxidation. Several N-Boc-sphingadienines and aromatic ceramide analogs have been synthesized. |
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