28942-53-2Relevant academic research and scientific papers
Dynamic kinetic asymmetric cross-benzoin additions of β-stereogenic α-keto esters
Goodman, C. Guy,Johnson, Jeffrey S.
supporting information, p. 14698 - 14701 (2014/12/11)
The dynamic kinetic resolution of β-halo α-keto esters via an asymmetric cross-benzoin reaction is described. A chiral N-heterocyclic carbene catalyzes the umpolung addition of aldehydes to racemic α-keto esters. The resulting fully substituted β-halo glycolic ester products are obtained with high levels of enantio- and diastereocontrol. The high chemoselectivity observed is a result of greater electrophilicity of the α-keto ester toward the Breslow intermediate. The reaction products are shown to undergo highly diastereoselective substrate-controlled reduction to give highly functionalized stereotriads.
Darzens reaction in the synthesis of 3-(α-chloroalkyl)quinoxalin- 2(1H)-ones
Saifina,Ganieva,Mamedov
experimental part, p. 1244 - 1247 (2009/12/09)
A two-stage method was developed for the synthesis of 3-(α- chloroalkyl- and α-chlorophenylalkyl)-quinoxalin-2(1H)-ones proceeding from methyl chloroalkyl- and chlorophenylalkylpyruvates obtained by Darzens reaction from methyl dichloroacetate and appropriate aldehydes in the presence of t-BuOK.
