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Updated: May 29, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Enantioselective synthesis of sphingadienines and aromatic ceramide analogs
María Moreno1, Caterina Murruzzu, Antoni Riera
1Unitat 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.
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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