title: General entry to aspidosperma alkaloids: enantioselective total synthesis of (-)-aspidophytine.
abstract: A general approach toward the asymmetric total synthesis of various aspidosperma alkaloids includes the combination of a C-H bond activation with a Heck-type coupling, and the stereo-controlled formation of piperidine and pyrrolidine rings as key steps. The feasibility of this approach was demonstrated with the total synthesis of aspidophytine in 18 steps from 4,4-disubstituted cyclohexanedione and 2,3-dimethoxyaniline.
authors.affiliation: Laboratory of Molecular Engineering, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Boulevard, The Science Park of Guangzhou, Guangdong 510530, China.
authors.forename: Rongwen
authors.initials: R
authors.lastname: Yang
authors.forename: Fayang G
authors.initials: FG
authors.lastname: Qiu
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry*; D030009:Aspidosperma / Q000737:chemistry*; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; D026121:Indole Alkaloids; C476906:aspidophytine