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Stereoselective synthesis of 2-deoxy-2-bromo-hexopyrano-β-nucleosides: solvent-free Lewis acid catalysis.

作者信息

Sakander Norein, Ahmed Qazi Naveed

机构信息

Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India.

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India.

出版信息

Org Biomol Chem. 2025 Jan 15;23(3):579-588. doi: 10.1039/d4ob01788a.

DOI:10.1039/d4ob01788a
PMID:39601080
Abstract

An expedient solvent-free synthesis of 2-deoxy-2-bromo-hexopyrano-β-nucleosides stereo- and regioselectively from protected glycals and unactivated nucleobases using cheaper and easily available reagent systems has been developed. The synthesis is mediated by a Lewis acid and is solvent-free. The substrate scope of the reaction was analysed with ether, ester and silyl-protected glycals as donors and different pyrimidine and purine bases were taken into consideration. This method further finds application in the synthesis of 2-deoxynucleosides.

摘要

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