A Chiral Pool Strategy for the Synthesis of Enantiopure Hydroxymethyl‐Substituted Pyridine
Derivatives下划线英文
期刊名称： European Journal of Organic Chemistry
drill作者： Christian Eidamshaus,Hans‐Ulrich Reissig
tag是什么意思>issac年份： 2011年
期号： 第30期
better off关键词： Enantiopure pyridines;4‐Pyrid o nes;Cyclocondensation;β‐Ketoen‐
德语圣诞歌曲
amides;Nitrogen heterocycles;Palladium catalysis;Chiral pool
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vatel摘要：A simple procedure for the synthesis of enantiopure hydroxymethyl-substituted pyridine derivatives is prented. The developed method is bad on TMSOTf-promoted cyclocondensations of -ketoenamides, leading to differently substituted 4-hydroxypyridine/4-pyridone derivatives. The required -
ketoenamides were prepared by acylation ofeasily available enamino ketones with suitably protected enantiopure carboxylic chlorides. Most of the experiments were performed with D-mandelic acid as starting material. It has been shown that all steps occur esntially without racemisation. Several of the prepared 4-pyridone derivatives were transformed into the corresponding pyrid-4-yl nonaflates and subjected to a ries of palladium-catalyd transformations, such as Suzuki, Heck or Sonogashira reactions. In addition, bowl的音标
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