title: Highly enantioselective synthesis of 2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones via catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization.
abstract: Highly enantioselective catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization of N(1)-alkylethane-1,2-diamine with methyl 2-formylbenzoate catalyzed by a chiral phosphoric acid represents the first efficient method for the preparation of medicinally interesting chiral 2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones with high yields and excellent enantioselectivities. This strategy has been shown to be quite general toward various methyl 2-formylbenzoates.
authors.affiliation: School of Chemistry and Chemical Engineering, Guangdong Engineering Research Center of Chiral Drugs and ‡The Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, Sun Yat-Sen University , No. 135 Xingangxi Road, Guangzhou 510275, P. R. China.
authors.forename: Yuwei
authors.initials: Y
authors.lastname: He
authors.forename: Chuyu
authors.initials: C
authors.lastname: Cheng
authors.forename: Bin
authors.initials: B
authors.lastname: Chen
authors.forename: Kun
authors.initials: K
authors.lastname: Duan
authors.forename: Yue
authors.initials: Y
authors.lastname: Zhuang
authors.forename: Bo
authors.initials: B
authors.lastname: Yuan
authors.forename: Meisan
authors.initials: M
authors.lastname: Zhang
authors.forename: Yougui
authors.initials: Y
authors.lastname: Zhou
authors.forename: Zihong
authors.initials: Z
authors.lastname: Zhou
authors.forename: Yu-Jun
authors.initials: YJ
authors.lastname: Su
authors.forename: Rihui
authors.initials: R
authors.lastname: Cao
authors.forename: Liqin
authors.initials: L
authors.lastname: Qiu
mesh_terms: D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007094:Imides / Q000737:chemistry*; D054833:Isoindoles / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D010756:Phosphoric Acids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001565:Benzoates; D007094:Imides; D054833:Isoindoles; D007769:Lactams; D010756:Phosphoric Acids; C030242:phosphoric acid