Direct synthesis of β-hydroxy-α-amino acids via diastereoselective decarboxylative aldol reaction
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.
Singjunla, Yuttapong,Baudoux, Jeroime,Rouden, Jacques
p. 5770 - 5773
(2013/12/04)
Organocatalytic aziridine synthesis using F+ salts
This paper describes a unique application of the fluoronium cation (F +) as an organocatalyst for mediating the reaction between N-substituted imines and ethyl diazoacetate affording excellent yields of N-substituted aziridines.
Bew, Sean P.,Fairhurst, Shirley A.,Hughes, David L.,Legentil, Laurent,Liddle, John,Pesce, Paolo,Nigudkar, Sanket,Wilson, Martin A.
supporting information; experimental part
p. 4552 - 4555
(2009/12/05)
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