Issue 66, 2012

Efficient synthesis of diverse hetero-bis-metallated alkenes as modular reagents towards highly conjugated and isolated olefinic systems

Abstract

An efficient synthesis of diverse hetero-bis-metallated alkenes with conjugated and isolated olefin subunits is reported. Relying on those useful tin/boron reagents a convergent, palladium-catalyzed fragment coupling strategy has been developed as an elegant methodology to construct highly conjugated polyenes and stabilized olefinic analogues thereof. The utility of these reagents was further demonstrated in a concise and modular construction of extended polyene side chains of the potent polyketide antibiotic etnangien.

Graphical abstract: Efficient synthesis of diverse hetero-bis-metallated alkenes as modular reagents towards highly conjugated and isolated olefinic systems

Supplementary files

Article information

Article type
Communication
Submitted
06 Jun 2012
Accepted
30 Jun 2012
First published
02 Jul 2012

Chem. Commun., 2012,48, 8267-8269

Efficient synthesis of diverse hetero-bis-metallated alkenes as modular reagents towards highly conjugated and isolated olefinic systems

M. Altendorfer and D. Menche, Chem. Commun., 2012, 48, 8267 DOI: 10.1039/C2CC34052F

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