Asymmetric Hydrogenation of α-Purine Nucleobase-Substituted Acrylates with Rhodium Diphosphine Complexes: Access to Tenofovir Analogues

详细信息    查看全文

• 作者：Huan-Li Sun ; Fei Chen ; Ming-Sheng Xie ; Hai-Ming Guo ; Gui-Rong Qu ; Yan-Mei He ; Qing-Hua Fan
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：May 6, 2016
• 年：2016
• 卷：18
• 期：9
• 页码：2260-2263
• 全文大小：350K
• 年卷期：0
• ISSN：1523-7052

文摘

The first asymmetric hydrogenation of α-purine nucleobase-substituted α,β-unsaturated esters, catalyzed by a chiral rhodium (R)-Synphos catalyst, has been developed. A wide range of mono- and disubstituted acrylates were successfully hydrogenated under very mild conditions in high yields with good to excellent enantioselectivities (up to 99% ee). This method provides a convenient approach to the synthesis of a new kind of optically pure acyclic nucleoside and Tenofovir analogues.