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Synthesis and Biological Evaluation of Bromo‐ and Fluorodanicalipin A
Authors:Stefan Fischer  Nikolas Huwyler  Dr. Susanne Wolfrum  Prof. Dr. Erick M. Carreira
Affiliation:Laboratorium für Organische Chemie, ETH Zürich, HCI H335, Zürich, Switzerland
Abstract:We disclose the syntheses of (+)‐bromodanicalipin A as well as (±)‐fluorodanicalipin A. The relative configuration and ground‐state conformation in solution of both molecules was secured by J‐based configuration analysis which revealed that these are identical to natural danicalipin A. Furthermore, preliminary toxicological investigations suggest that the adverse effect of danicalipin A may be due to the lipophilicity of the halogens.
Keywords:bromine  chlorosulfolipids  conformational analysis  fluorine  natural products  total synthesis
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