r37980778c78--47ed907d78f439f2725ecca139e14824

The reaction of the ketene acetal triflates 9a−e and a zinc homoenolate 10 in the presence of a catalytic amount of Pd(PPh3)4 gave the enol ethers 11a−e in good yields. The products were converted to the corresponding cyclic ethers 14a and 14b by hydroboration and lactonization. The present methodology allowed us to synthesize the DE and GH ring segment of gambierol in a concise manner. Iterative syntheses of the polycyclic ethers 26 and 32 are also described.

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PID https://www.doi.org/10.1021/jo025566f.s001
URL https://figshare.com/articles/journal_contribution/Concise_Synthesis_of_Cyclic_Ethers_via_the_Palladium-Catalyzed_Coupling_of_Ketene_Acetal_Triflates_and_Organozinc_Reagents_Application_to_the_Iterative_Synthesis_of_Polycyclic_Ethers/3694698
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Collected From figshare
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Publication Date 2016-08-19
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Source https://science-innovation-policy.openaire.eu/search/publication?articleId=r37980778c78::47ed907d78f439f2725ecca139e14824
Author jsonws_user
Last Updated 26 December 2020, 21:57 (CET)
Created 26 December 2020, 21:57 (CET)