201798-49-4Relevant academic research and scientific papers
Direct Synthesis of β,γ-Unsaturated α-Keto Esters from Aldehydes and Pyruvates
Mansaray, John Kamanda,Sun, Jiarui,Huang, Shisheng,Yao, Weijun
supporting information, p. 809 - 813 (2019/04/25)
Herein, we describe two practical methods to synthesize β,γ-unsaturated α-keto esters directly from aldehydes and pyruvates promoted by BF 3 ?Et 2 O in the presence of Ac 2 O or by Ti(OEt) 4 under mild condition
Enantiospecific and diastereoselective synthesis of syn-β-amino-α-hydroxy acids
Sugimura, Hideyuki,Miura, Masayuki,Yamada, Nobuko
, p. 4089 - 4099 (2007/10/03)
The reaction of chiral α-hydroxy β,γ-unsaturated esters with tosyl isocyanate followed by cyclization of the resulting allylic carbamates with iodine in the presence of sodium carbonate provided trans-4,5-disubstituted 2-oxazolidinone derivatives in a highly diastereoselective manner. The subsequent removal of the iodo group and the protective functionality afforded the syn-β-amino-α-hydroxy acids. Using the reaction sequence, (2R,3S)- and (2S,3R)-3-amino-2-hydroxy acids were synthesized with high enantioselectivity.
