ISSN:
0947-3440
Schlagwort(e):
Alkaloids
;
Biomimetic synthesis
;
spiro-Cyclization
;
Marine sponges
;
Natural products
;
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The alkylidene hydantoin 8 was synthesized as an analogue of the marine natural product oroidin (1) by employing a Horner-Wadsworth-Emmons reaction. Treatment of 8 with bromine in acetic acid induced a biomimetic spiro-cyclization forming the ACD ring system of dibromophakellin (2) in one step. rac-Midpacamide (10) was obtained from the same precursor through a chemoselective, ruthenium-catalyzed hydrogenation leaving the brominated pyrrole moiety intact.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/jlac.199719970731
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