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Concise catalytic asymmetric total synthesis of biologically active tropane alkaloids
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
2012 (engelsk)Inngår i: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 354, nr 7, s. 1363-1372Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

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.

sted, utgiver, år, opplag, sider
2012. Vol. 354, nr 7, s. 1363-1372
Emneord [en]
asymmetric catalysis, cocaine, cycloadditions, ferruginine, multi-component reactions, stereoselectivity, tandem reactions
HSV kategori
Identifikatorer
URN: urn:nbn:se:su:diva-80063DOI: 10.1002/adsc.201100917ISI: 000303495900018OAI: oai:DiVA.org:su-80063DiVA, id: diva2:557254
Forskningsfinansiär
Swedish Research Council
Merknad

AuthorCount:3;

Tilgjengelig fra: 2012-09-27 Laget: 2012-09-12 Sist oppdatert: 2017-12-07bibliografisk kontrollert

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