263247-50-3Relevant articles and documents
One-Pot Synthesis of Enantioenriched β-Amino Secondary Amides via an Enantioselective [4+2] Cycloaddition Reaction of Vinyl Azides with N-Acyl Imines Catalyzed by a Chiral Br?nsted Acid
Chiba, Shunsuke,Kaga, Atsushi,Kikuchi, Jun,Nakanishi, Taishi,Terada, Masahiro
supporting information, (2020/06/25)
A catalytic enantioselective synthesis of β-amino secondary amides was achieved using vinyl azides as the enamine-type nucleophile and chiral N-Tf phosphoramide as the chiral Br?nsted acid catalyst through a five-step sequential transformation in one pot.
First asymmetric synthesis of a 6-alkoxy-5,6-dihydro-1,3-oxazine: A promising enantioselective route to β-amido aldehydes
Gizecki, Patricia,Dhal, Robert,Toupet, Loic,Dujardin, Gilles
, p. 585 - 588 (2007/10/03)
equation presented The 1,3-oxazine route to enantiopure β-amido aldehydes was investigated. Heterocycloaddition of the N-acyl imine 1 with (R)-O-vinylpantolactone provided the stable dihydroxazine 4c. High diastereocontrols were observed when using Yb(fod)3-catalyzed or SnCl4-mediated conditions, thus leading after quantitative hydrolysis to (R)-N-benzoyl-3-phenylpropanal with >98% ee.