Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement.
An efficient two-step protocol for the asymmetric synthesis of 1H-pyrrol-3(2H)-one derivatives in 99% ee from conveniently accessed 2,3-diketoesters has been developed.
School of Chemical Engineering, Nanjing University of Science and Technology, Xiao Ling Wei 200, Nanjing 210094, P. R. China and Department of Chemistry, The University of Texas at San Antonio, San Antonio, Texas 78249, USA. michael.doyle@utsa.edu.
Qiang
Q
Sha
Department of Chemistry, The University of Texas at San Antonio, San Antonio, Texas 78249, USA. michael.doyle@utsa.edu.
Hadi
H
Arman
Department of Chemistry, The University of Texas at San Antonio, San Antonio, Texas 78249, USA. michael.doyle@utsa.edu.
Michael P
MP
Doyle
D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D001561:Benzilates / Q000737:chemistry*; D004951:Esterification; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
D000447:Aldehydes; D001561:Benzilates; D007659:Ketones; D011758:Pyrroles; C116609:3-hydroxybutanal