The Comprehensive AIDS Research Center, Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing 100084, China.
Org Biomol Chem. 2013 Apr 7;11(13):2093-7. doi: 10.1039/c3ob00046j.
The organocatalytic additions of ascorbic acid to various α,β-unsaturated aldehydes via tandem 1,4-conjugate addition/hemiacetalization/hemiketalization were developed, which provided a rapid entry into the 5-5-5 spirodilactone cores of a family of ascorbylated natural products. Based on the described chemistry, total syntheses of leucodrin, leudrin and the proposed structure of dilaspirolactone were achieved.
通过串联 1,4-共轭加成/半缩醛化/半缩酮化,开发了抗坏血酸对各种α,β-不饱和醛的有机催化加成反应,为一系列抗坏血酸天然产物的 5-5-5 螺二内酯核心提供了快速入口。基于所描述的化学,实现了亮氨酸、左旋糖和拟螺二内酯的全合成。