19185-51-4Relevant academic research and scientific papers
Direct synthesis of β-hydroxy-α-amino acids via diastereoselective decarboxylative aldol reaction
Singjunla, Yuttapong,Baudoux, Jeroime,Rouden, Jacques
, p. 5770 - 5773 (2013/12/04)
A straightforward metal-free synthesis of anti-β-hydroxy-α-amino acids is described. The organic base-mediated decarboxylative aldol reaction of cheap, readily available α-amidohemimalonates with various aldehydes afforded under very mild conditions anti-β-hydroxy-α-amido esters in high yields and complete diastereoselectivity. Simple one-pot subsequent transformations enabled the corresponding anti-β-hydroxy-α-amino acids or in a few examples their syn diastereomers to be obtained directly using epimerization conditions.
