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Study on the absolute configuration of (−)-palau’amine
- Source :
- Tetrahedron Letters. 51:6353-6355
- Publication Year :
- 2010
- Publisher :
- Elsevier BV, 2010.
-
Abstract
- The absolute stereochemistry of the immunosuppressive pyrrole–imidazole alkaloid (−)-palau’amine from the marine sponge Stylotella aurantium is analyzed by CD spectroscopy. With the help of a series of model compounds it is shown that the CD spectrum of (−)-palau’amine can be explained based on the assumption that the pyrrolopyrazinone partial structure is planar in 2,2,2-trifluoroethanol (TFE). Surprisingly, the natural product (−)-dibromophakellin shows the opposite Cotton effect, despite exhibiting the same absolute configuration.
Details
- ISSN :
- 00404039
- Volume :
- 51
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi...........f4c4bde54d7ad220c2202e761c736708