Concise catalytic asymmetric total synthesis of biologically active tropane alkaloids
2012 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 354, no 7, 1363-1372 p.Article in journal (Refereed) Published
A general strategy for the total asymmetric synthesis of valuable tropane alkaloids by catalytic stereoselective transformations is disclosed. The power of this approach is exemplified by the concise catalytic enantioselective total syntheses of (+)-methylecgonine, (-)-cocaine and (+)-cocaine as well as the first catalytic asymmetric total syntheses of a cocaine C-1 derivative and (+)-ferruginine starting from 5-oxo-protected-a,beta-unsaturated enals using only two and three column chromatographic purification steps, respectively.
Place, publisher, year, edition, pages
2012. Vol. 354, no 7, 1363-1372 p.
asymmetric catalysis, cocaine, cycloadditions, ferruginine, multi-component reactions, stereoselectivity, tandem reactions
IdentifiersURN: urn:nbn:se:su:diva-80063DOI: 10.1002/adsc.201100917ISI: 000303495900018OAI: oai:DiVA.org:su-80063DiVA: diva2:557254
FunderSwedish Research Council