title: A short and modular approach towards 3,5-disubstituted indolizidine alkaloids.
abstract: 3,5-Dialkyl indolizidines have been prepared in four linear steps from commercially available starting materials. The sequence involves two direct α-functionalization steps and a subsequent reductive amination and provides diastereoselective access to both C-3 epimers of the 5,9-trans-substituted indolizines. The naturally occurring indolizidines 195B and 223AB have been synthesized using this methodology.
authors.affiliation: Institute of Organic Chemistry, University of Mainz, Duesbergweg 10-14, D-55128 Mainz, Germany. opatz@uni-mainz.de.
authors.forename: Marco M
authors.initials: MM
authors.lastname: Nebe
authors.forename: Sina
authors.initials: S
authors.lastname: Zinn
authors.forename: Till
authors.initials: T
authors.lastname: Opatz
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D054836:Indolizidines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000470:Alkaloids; D054836:Indolizidines