AI Article Synopsis
- Researchers developed a method to synthesize aryl-nucleosides using D-ribals and arylboronic acids, with palladium as the catalyst and no extra ligands, in simple conditions at room temperature under open-air.
- The process is characterized by mild conditions, easy operation, exclusive β-stereoselectivity, and good compatibility with reactive amino and hydroxyl groups.
- This method is practical for modifying unsaturated nucleosides and for late-stage glycosylation in natural products and pharmaceuticals.
Article Abstract
A stereocontrolled synthesis of an aryl -nucleoside has been developed using D-ribals and arylboronic acids catalyzed by palladium without additional ligands in common solvents under an open-air atmosphere at room temperature. This protocol features very mild conditions, simplicity in operation, exclusive β-stereoselectivity, broad substrate scopes, and good compatibility with reactive amino and hydroxyl groups. The functionalization of unsaturated -nucleosides and the late-stage glycosylation of natural products/drugs demonstrated the high practicality of this strategy.
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| http://dx.doi.org/10.1021/acs.orglett.4c01664 | DOI Listing |
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