Direct Synthesis of Aryloxy Phosphonamidate Nucleotide Prodrugs Using the Cross Metathesis Assisted by Ultrasonic Irradiation.
Se Myeong ChoiYe Eun NamYeon Jin AnEun Rang ChoiHyejin ParkRaymond F SchinaziJong Hyun ChoPublished in: Organic letters (2024)
A direct synthetic strategy of aryloxy phosphonamidate nucleotide prodrugs (A, G, C, and U) was developed with the CM reaction assisted by ultrasonic irradiation and partitioned addition of 12 mol % of Hoveyda-Grubbs (H-G) II catalyst in 61-82% yields as a mixture of E -/ Z -isomers (∼2:1) from aryloxy vinylphosponamidate and 5'-vinyl nucleoside moieties.