6533b853fe1ef96bd12ac23c

RESEARCH PRODUCT

A short and modular approach towards 3,5-disubstituted indolizidine alkaloids.

Till OpatzSina ZinnMarco M. Nebe

subject

IndolizidinesIndolizidinesMolecular Structure010405 organic chemistryChemistryStereochemistryOrganic ChemistryIndolizidine010402 general chemistry01 natural sciencesBiochemistryReductive amination0104 chemical scienceschemistry.chemical_compoundAlkaloidsMoleculeEpimerPhysical and Theoretical ChemistrySequence (medicine)

description

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.

10.1039/c6ob01308bhttps://pubmed.ncbi.nlm.nih.gov/27377480