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Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B

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Chemie Department, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13 (Haus F), D-81377 München, Germany
Cite this: Org. Lett. 2002, 4, 19, 3287–3288
Publication Date (Web):August 22, 2002
https://doi.org/10.1021/ol026555b
Copyright © 2002 American Chemical Society
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Abstract

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Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel−Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A (1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH group. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the substituents on the pyrrole ring.

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