title: A diastereoselective cyclic imine cycloaddition strategy to access polyhydroxylated indolizidine skeleton: concise syntheses of (+)-/(-)-lentiginosines and (-)-2-epi-steviamine.
abstract: We describe in this paper the development of a novel diastereoselective cyclic imine cycloaddition strategy to access the polyhydroxylated indolizidine skeleton and its application in the concise syntheses of (+)-/(-)-lentiginosines and (-)-2-epi-steviamine.
authors.affiliation: Key Laboratory of Drug Targeting, Ministry of Education, and Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041, PR China.
authors.forename: Jia
authors.initials: J
authors.lastname: Shao
authors.forename: Jin-Song
authors.initials: JS
authors.lastname: Yang
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry*; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D050111:Imino Sugars / Q000138:chemical synthesis* / Q000737:chemistry*; D054836:Indolizidines / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D007097:Imines; D050111:Imino Sugars; D054836:Indolizidines; C551370:steviamine; C063984:lentiginosine