Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5216952 | Tetrahedron | 2014 | 7 Pages |
Abstract
The first total synthesis of the marine steroid alkaloid plakinamine B (1) was accomplished in seven steps starting from known aldehyde 3. Key steps in this synthesis are the attachment of a vinylpyridine side chain by an aldol reaction, a chemoselective reduction of a pyridinium salt to a vinyl tetrahydropyridine, and the introduction of the 3α-methylamino group under Mitsunobu conditions. Plakinamine B and some of its precursors with amino or pyridinium side chains show significant antimicrobial activities.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Markus Gans, Franz Bracher,