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Modular Total Syntheses of the Alkaloids Discoipyrroles A and B, Potent Inhibitors of the DDR2 Signaling Pathway

Zhang, Yiwen; Banwell, Martin; Carr, Paul D; Willis, Anthony

Description

The title natural product 1 has been synthesized by treating the 1,2,3,5-tetrasubstituted pyrrole 23 with oxoperoxymolybdenum(pyridine) (hexamethylphosphoric triamide) (MoOPH). Compound 23 was itself prepared in seven steps from parent pyrrole using Ullmann-Goldberg and Suzuki-Miyaura cross-coupling, Vilsmeier-Haack formylation, electrophilic bromination, and Wittig olefination reactions as key steps. Related chemistry has been used to prepare discoipyrrole B (2).

CollectionsANU Research Publications
Date published: 2016-02-19
Type: Journal article
URI: http://hdl.handle.net/1885/219211
Source: Organic letters
DOI: 10.1021/acs.orglett.5b03672
Access Rights: Open Access

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