ChemInform Abstract: Enantioselective Synthesis of Dialkylated α‐Hydroxy Carboxylic Acids Through Asymmetric Phase‐Transfer Catalysis.

Abstract

Enantioselective Synthesis of Dialkylated -Hydroxy Carboxylic Acids Through Asymmetric Phase-Transfer Catalysis. -The enantioselective alkylation of 5H-oxazol-4-ones in the presence of an amino acid-derived urea catalyst (TLU) gives rise to desired 5-dialkylated oxazolones such as (III) and (VI). The hydrolysis of these 5-dialkylated oxazolones with NaOH provides access to dialkylated -hydroxycarboxylic amides [cf. (VII)], which can be easily converted into corresponding amines [cf. (VIII)] and hydroxycarboxylic esters [cf. (X)]. -(DUAN, S.; LI, S.; YE, X.; DU, N.-N.; TAN, C.-H.; JIANG*, Z.; J. Org. Chem. 80 (2015) 15, 7770-7778, http://dx.