Lu Weibing, Sengupta Sujata, Petersen Jeffrey L, Akhmedov Novruz G, Shi Xiaodong
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.
J Org Chem. 2007 Jun 22;72(13):5012-5. doi: 10.1021/jo070515+. Epub 2007 May 25.
A simple facile synthesis of substituted purine derivatives has been developed by using Mitsunobu conditions for an alcohol and a respective nucleobase. A wide range of alcohols produces good to excellent yield (>90%). The resulting purine analogues show good regioselectivity with N-9 substitution as the dominant products in most of the cases. Application of diastereospecific alcohols reveals a complete inversion of the carbon stereogenic center giving a single diastereomer. More than two dozen novel nucleobase derivatives have been prepared in high yield.
通过使用用于醇和相应核碱基的光延反应条件，开发了一种简单易行的取代嘌呤衍生物的合成方法。多种醇类能产生良好至优异的产率（>90%）。所得嘌呤类似物在大多数情况下表现出良好的区域选择性，以N-9取代为主导产物。非对映选择性醇的应用显示出碳立体中心的完全反转，得到单一的非对映体。已高产率制备了二十多种新型核碱基衍生物。
