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Issue 13, 2013
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Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes

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Abstract

An efficient procedure for the concise synthesis of hetero-bis-metallated alkenes as useful building blocks for the modular access to highly elaborate polyenes and stabilized analogues is reported. By applying these bifunctional olefins in convergent Stille/Suzuki–Miyaura couplings, novel, carefully selected side chain analogues of the potent RNA polymerase inhibitor etnangien were synthesized by a modular late stage coupling strategy and evaluated for antibacterial and antiproliferative activities.

Graphical abstract: Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes

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Article information


Submitted
28 Sep 2012
Accepted
16 Nov 2012
First published
19 Nov 2012

Org. Biomol. Chem., 2013,11, 2116-2139
Article type
Paper

Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes

M. Altendorfer, A. Raja, F. Sasse, H. Irschik and D. Menche, Org. Biomol. Chem., 2013, 11, 2116
DOI: 10.1039/C2OB26906F

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