6533b830fe1ef96bd1297043

RESEARCH PRODUCT

Polyhydroxylated indolizidine alkaloids-synthesis of dideoxycastanospermine

Ari M. P. KoskinenAri M. P. KoskinenOili A. KallatsaMaija Nissinen

subject

Intramolecular reactionStereochemistryOrganic ChemistryIndolizidineBiochemistryChemical synthesischemistry.chemical_compoundCastanosperminechemistryDihydroxylationIntramolecular forceDrug DiscoveryChemical reductionOrganic chemistryProtecting group

description

The key transformation developed in this work is the anti-Kishi selective dihydroxylation, which proceeds by way of intramolecular participation of the nitrogen protecting group to furnish the desired stereochemistry required for castanospermine like structures. In this paper, we completed a first syn-thesis of a novel dideoxycastanospermine 6. Peer reviewed

10.1016/j.tet.2009.09.017https://aaltodoc.aalto.fi/handle/123456789/22453