Synthesis of β-amino acids based on oxidative cleavage of dihydropyridone derivatives
Synthesis of β-amino acids based on oxidative cleavage of dihydropyridone derivatives
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DOI：
10.1021/ol0485518
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发表时间：
2004-09-30
期刊：
影响因子：
5.2
通讯作者：
Wanner, KT
中科院分区：
文献类型：
--
作者：
Ege, M;Wanner, KT
提出了一种以2,3-二氢吡啶酮为原料合成β -氨基酸的新方法。2,3-二氢吡啶酮与NalO(4)转化，随后与碱在一锅过程中得到相应的β -氨基酸。H-1核磁共振监测表明，β -氨基酸的生成大多是定量的。该方法的适用范围很广，因为2-取代2,3-二氢吡啶酮很容易通过4-甲氧基吡啶生成的n -酰基铵离子得到。
A new method for the synthesis of beta-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NalO(4) and subsequently with base gave the corresponding beta-amino acids in a one-pot procedure. The reactions have been monitored by H-1 NMR indicating that the beta-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.