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
来源：
ORGANIC LETTERS | 2005年 / 7卷 / 26期
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.
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页码：5769 / 5772
页数：4
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