title: Biomimetic Total Syntheses of (+)-Dihydrolyfoline and (-)-5-epi-Dihydrolyfoline.
abstract: The first asymmetric total syntheses of (+)-dihydrolyfoline and (-)-5-epi-dihydrolyfoline have been achieved in five and six steps with 4.6% and 14% overall yields, respectively, in which the chiral biaryl axes were constructed in a highly regioselective and stereoselective manner via a biogenetic enzymatic oxidative couplings of phenols, and the requisite quinolizidinone cores were prepared by an enzymatic Mannich reaction.
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Ruoming
authors.initials: R
authors.lastname: Mei
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Dengyu
authors.initials: D
authors.lastname: Xu
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Haitao
authors.initials: H
authors.lastname: Hu
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Dengpeng
authors.initials: D
authors.lastname: Song
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Hao
authors.initials: H
authors.lastname: Zhang
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Donghui
authors.initials: D
authors.lastname: Ma
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Xingang
authors.initials: X
authors.lastname: Xie
authors.affiliation: †State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.|‡Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, P. R. China.
authors.forename: Xuegong
authors.initials: X
authors.lastname: She
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D032701:Biomimetics; D015394:Molecular Structure; D054837:Quinolizidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D054837:Quinolizidines; C540631:dihydrolyfoline