Synthesis of sulfone analog of oseltamivir precursor
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We describe here the synthesis of a sulfone analog of an oseltamivir precursor. The synthesis comprises cyclization of two advanced building blocks via one-pot Michael addition and Horner–Wadsworth–Emmons reaction. The first building block was synthesized by an organocatalytic Michael addition of pentyloxyacetaldehyde to a nitroalkene. The second, alkenylsulfone, building block was prepared by oxidation followed by a Mannich type reaction. The cyclization was accomplished under microwave irradiation.
KeywordsOrganocatalysis Oseltamivir analog Michael addition, cyclization
This work was supported by the Slovak Research and Development Agency under the Contract No. APVV-0067-11. This publication is the result of the project implementation: 26240120001 supported by the Research & Development Operational Programme funded by the European Regional Development Fund.
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