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Dynamic Kinetic Resolution of α-Purine Substituted Alkanoic Acids: Access to Chiral Acyclic Purine Nucleosides

Authors :
Junbiao Chang
Huifang Zhang
Ming-Sheng Xie
Gui-Rong Qu
Source :
Organic letters. 21(1)
Publication Year :
2018

Abstract

An efficient route to construct chiral acyclic purine nucleoside analogues via dynamic kinetic resolution of α-purine substituted alkanoic acids is reported. Using ( S)-BTM as the catalyst, diverse chiral acyclic purine nucleoside analogues were obtained in moderate to good yields (up to 93%) and high enantioselectivities (up to 98% ee). Chiral acyclic purine nucleosides could be obtained from the esterified products via reduction reaction, which could then be transferred into Tenofovir analogues.

Details

ISSN :
15237052
Volume :
21
Issue :
1
Database :
OpenAIRE
Journal :
Organic letters
Accession number :
edsair.doi.dedup.....cfa33edbacab1b8ad39a33696d52d4db