The Synthesis of Certain Phomentrioloxin A Analogues and Their Evaluation as Herbicidal Agents

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Authors

Taher, Ehab
Guest, Prudence
Benton, Amanda
Ma, Xinghua
Banwell, Martin
Willis, Anthony
Seiser, Tobias
Newton, Trever W.
Hutzler, Johannes

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American Chemical Society

Abstract

A series of 28 analogues of the phytotoxic geranylcyclohexentriol (−)-phomentrioloxin A (1) has been synthesized through cross-couplings of various enantiomerically pure haloconduritols or certain deoxygenated derivatives with either terminal alkynes or borylated alkenes. Some of these analogues display modest herbicidal activities, and physiological profiling studies suggest that analogue 4 inhibits photosystem II in isolated thylakoids in vitro.

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Journal of Organic Chemistry

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Open Access

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