Synthesis of a versatile (S)-3-(hydroxymethyl)butane-1,2,4-triol building block and its application for the stereoselective synthesis of N-homoceramides

被引:6
|
作者
Hillaert, U [1 ]
Van Calenbergh, S [1 ]
机构
[1] Univ Ghent, Med Chem Lab, Fac Pharmaceut Sci, B-9000 Ghent, Belgium
关键词
D O I
10.1021/ol052335x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A versatile (S)-3-(hydroxymethyl)butane-1,2,4-triol building block has been synthesized starting from D-isoascorbic acid, a common food preservative. The key transformation in this approach was the introduction of branching through a high yield and fully regioselective epoxide opening. This flexible synthon has been elaborated to a new class of (dihydro-)N-homo(phyto)ceramides.
引用
收藏
页码:5769 / 5772
页数:4
相关论文
共 45 条