A radical approach towards indolizidine 167B

The alkaloids (+)- and (−)-indolizidine 167B were synthesized via radical addition of a carbon radical to a chiral acrylamide. Further cyclization in the presence of BBr 3, treatment with ‘nickel boride’ and stereospecific hydrogenation over palladium/carbon in acetic acid were other key steps in th...

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Bibliographic Details
Published in:Tetrahedron letters 2002-01, Vol.43 (3), p.455-458
Main Authors: Corvo, Marta C, Pereira, M.Manuela A
Format: Article
Language:English
Subjects:
alkaloids
indolizidines
radicals and radical reactions
stereocontrol
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Summary:The alkaloids (+)- and (−)-indolizidine 167B were synthesized via radical addition of a carbon radical to a chiral acrylamide. Further cyclization in the presence of BBr 3, treatment with ‘nickel boride’ and stereospecific hydrogenation over palladium/carbon in acetic acid were other key steps in this synthesis. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)02189-X