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Stereoselective Synthesis of Swainsonines from Pyridines

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


Abstract

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 ...

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Item Type:Article
Date:17 January 2005
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Identification Number:
ValueType
10.1016/j.tet.2004.10.086DOI
Keywords:Indolizidines; Swainsonine; 2,8a-Di-epi-swainsonine; Pyridine-N-oxides; Asymmetric dihydroxylation
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Owner: Helge Knüttel (ADMIN)
Deposited On:05 Sep 2006
Last Modified:05 Aug 2009 13:22
Item ID:354
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