Journal article
Concise catalytic asymmetric total synthesis of biologically active tropane alkaloids
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Author list: Córdova, Armando
Publication year: 2012
Start page: 1363
End page: 1372
Number of pages: 10
ISSN: 1615-4150
DOI: http://dx.doi.org/10.1002/adsc.201100917
View additional information: View in Web of Science™
Abstract
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,ß-unsaturated enals using only two and three column chromatographic purification steps, respectively. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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