Stereoselective synthesis of swainsonines from pyridines

Heimgaertner, Gerres and Raatz, Dirk and Reiser, Oliver (2005) Stereoselective synthesis of swainsonines from pyridines. TETRAHEDRON, 61 (3). pp. 643-655. ISSN 0040-4020,

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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 swainsonine. (C) 2004 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: AMINOCYCLOPROPANE CARBOXYLIC-ACIDS; N-ACYLIMINIUM ION; ASYMMETRIC-SYNTHESIS; HETEROAROMATIC ACRYLATES; AMINO-ACIDS; (+)-LENTIGINOSINE; (-)-SWAINSONINE; INDOLIZIDINE; INHIBITORS; DERIVATIVES;
Subjects: 600 Technology > 610 Medical sciences Medicine
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 31 May 2021 08:59
Last Modified: 31 May 2021 08:59
URI: https://pred.uni-regensburg.de/id/eprint/36586

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