746579-48-6Relevant academic research and scientific papers
Homologation of α-hydroxy acids to α-unsubstituted β-hydroxy carboxamides via Arndt-Eistert reaction
Spengler, Jan,Ruíz-Rodríguez, Javier,Burger, Klaus,Albericio, Fernando
, p. 4557 - 4560 (2007/10/03)
Here we studied the homologation of 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.
