Heteroatom-Assisted Regio- and Stereoselective Palladium-Catalyzed Carboxylation of 9‑Allyl Adenine

Strategy for the synthesis of acyclic nucleoside analogs of biological relevance via highly regio- and stereoselective C–H functionalization employing heteroatom-assisted palladium-catalyzed carboxylation of 9-allyl adenine is disclosed. Substrate scope with different carboxylic acids was performed...

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Veröffentlicht in:Journal of organic chemistry 2022-10, Vol.87 (19), p.12574-12585
Hauptverfasser: Sable, Dhanashri A., Gholap, Aniket, Kommyreddy, Saidurga Prasad, Fartade, Dipak J., Gharpure, Santosh J., Schulzke, Carola, Kapdi, Anant R.
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Sprache:eng
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Zusammenfassung:Strategy for the synthesis of acyclic nucleoside analogs of biological relevance via highly regio- and stereoselective C–H functionalization employing heteroatom-assisted palladium-catalyzed carboxylation of 9-allyl adenine is disclosed. Substrate scope with different carboxylic acids was performed giving decent to good yields of the desired products. The method also allowed for the synthesis of deuterated analogs.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c00659