A highly efficient asymmetric 1,2-allylation reaction of β,γ-unsaturated α-ketoesters was realized by using a Bi(OAc)/chiral phosphoric acid catalyst system under mild conditions. Meanwhile, using this combined strategy of enantioselective 1,2-allylation and subsequent anionic oxy-Cope rearrangement, the asymmetric formal 1,4-allylation reaction was achieved by a one-pot process. These reactions offer rapid access to an array of homoallylic tertiary alcohols and γ-allyl-α-ketoesters with good yields and excellent enantioselectivities.
View Article and Find Full Text PDFCorrection for 'Enantioselective and regioselective aza-Friedel-Crafts reaction of electron-rich phenols with isatin-derived ketimines' by Liu Cai et al., Chem. Commun.
View Article and Find Full Text PDFAn efficient asymmetric aza-Friedel-Crafts reaction of phenols with isatin-derived ketimines is described. The reaction, which was promoted by a Bi(OH)/CPA system, gave a series of chiral 3-amino-2-oxindoles with high yields (up to 99%), excellent enantioselectivities (up to 99%) and moderate to very good regioselectivities (up to 25/1).
View Article and Find Full Text PDFChem Commun (Camb)
December 2019
Herein, we disclosed an efficient protocol for the construction of chiral 3-allyl-3-hydroxyoxindoles via the enantioselective allylation reaction of isatins and allylboronates catalyzed by a simple binary acid Bi(OAc)3/CPA system under mild conditions. The synthetic utility of this strategy has been demonstrated through the formal synthesis of ent-CPC-1.
View Article and Find Full Text PDFFused hexaphyrins have many physical and chemical properties and can coordinate transition metal ions. In this study, we investigated the geometric structure, charge decomposition analysis (CDA), spin density, frontier molecular orbital (FMO) compositions and absorption spectra of four oxygen doubly N-confused hexaphyrin (1.1.
View Article and Find Full Text PDF