Heimgärtner, Gerres and Raatz, Dirk and Reiser, Oliver (2005) Stereoselective Synthesis of Swainsonines from Pyridines. Tetrahedron 61 (3), pp. 643-655.
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Other URL: http://dx.doi.org/10.1016/j.tet.2004.10.086
An efficient synthesis of (−)-swainsonine and (−)-2,8a-di-epi-swainsonine was developed starting from readily available 2-pyridinecarbaldehyde and 3-hydroxypyridine. In particular, it was demonstrated that the mixture of simple indolizidines, i.e. lentiginosine and epi-lentiginosine, being readily available by a number of different synthetic routes, can be directly converted to swainsonine.
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|Date:||17 January 2005|
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser|
|Keywords:||Indolizidines; Swainsonine; 2,8a-Di-epi-swainsonine; Pyridine-N-oxides; Asymmetric dihydroxylation|
|Dewey Decimal Classification:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Unknown|
|Deposited On:||05 Sep 2006|
|Last Modified:||05 Aug 2009 13:22|