Homologation of α-hydroxy acids to α-unsubstituted β-hydroxy carboxamides via Arndt–Eistert reaction
作者:Jan Spengler、Javier Ruíz-Rodríguez、Klaus Burger、Fernando Albericio
DOI:10.1016/j.tetlet.2006.05.001
日期:2006.7
leucic and phenyl lactic acid via Wolff-rearrangement of their diazoketones to the corresponding β-hydroxy acids. This reaction requires distinct conditions to that of their amino acid analogues. The choice of the Oα-substituent can selectively direct the reaction to α-unsubstituted β-hydroxy carboxamides or (E)-α,β-unsaturated carboxamides and offers a new route from α-hydroxy acids to such compounds.
在这里,我们研究了白二酸和苯基乳酸通过其重氮酮对相应的β-羟基酸进行Wolff重排的同源性。该反应需要与其氨基酸类似物不同的条件。的选择将O α -取代可以选择性引导反应α-β未取代的羟基羧酰胺或(ë)-α,β不饱和羧酰胺,并提供一个新的路由从α羟基酸到这样的化合物。