Four-Component Assembly of Natural-Product-Like Ring-Fused Isoquinuclidines
2013 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 33, 7476-7479 p.Article in journal (Refereed) Published
A four-component reaction between formyl-substituted 2-pyridones, aldehydes, amines, and activated alkenes has been developed. The resulting products are ring-fused natural-product-like isoquinuclidines. Three carbon–carbon bonds, two carbon–nitrogen bonds, and four or five stereocentres are formed in the reaction with overall product yields in the range 23–67 %. In most cases a single diastereomer was obtained. An intramolecular version of the reaction yielded analogues of the multi-ring-fused natural product catharanthine in a single step.
Place, publisher, year, edition, pages
John Wiley & Sons, 2013. no 33, 7476-7479 p.
Multicomponent reactions; Natural products, Fused-ring systems, Nitrogen heterocycles
IdentifiersURN: urn:nbn:se:umu:diva-82338DOI: 10.1002/ejoc.201301371OAI: oai:DiVA.org:umu-82338DiVA: diva2:660686