54639-27-9Relevant academic research and scientific papers
Silylation-based kinetic resolution of α-hydroxy lactones and lactams
Clark, Robert W.,Deaton, T. Maxwell,Zhang, Yan,Moore, Maggie I.,Wiskur, Sheryl L.
supporting information, p. 6132 - 6135 (2014/01/17)
A silylation-based kinetic resolution has been developed for α-hydroxy lactones and lactams employing the chiral isothiourea catalyst (-)-benzotetramisole and triphenylsilyl chloride as the silyl source. The system is more selective for lactones than lactams, and selectivity factors up to 100 can be achieved utilizing commercially available reagents.
Synthesis of enantiopure (S)-α-hydroxy carboxanilides from (S)-α-amino acids
Girreser,Noe
, p. 1223 - 1224 (2007/10/02)
α-Hydroxy carboxanilides 3 a-c were obtained without racemization in a synthetically simple way starting from the corresponding α-amino acids by diazotization and subsequent treatment of the sodium α-hydroxy carboxylates with anilinium chloride in moderate yields. The enantiopurity of 3a-c was easily determined by 1H NMR spectroscopy of the diastereomeric O,O-acetals 5/6a-c derived from exo-lactol 4.
A one pot procedure for the synthesis of α-hydroxyamides from the corresponding α-hydroxyacids
Kelly,LaCour
, p. 859 - 869 (2007/10/02)
α-Hydroxyamides are synthesized from the corresponding α-hydroxyacids by generation of the bis-trimethylsilyl derivative and treating it with oxalyl chloride. Following addition of the appropriate amine, the TMS ether is hydrolized in the workup to provid
