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The Synthesis of Certain Phomentrioloxin A Analogues and Their Evaluation as Herbicidal Agents
Author(s) -
Ehab S. Taher,
Prue Guest,
Amanda Benton,
Xinghua Ma,
Martin G. Banwell,
Anthony C. Willis,
Tobias Seiser,
Trevor Newton,
Johannes Hutzler
Publication year - 2016
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.6b02372
Subject(s) - chemistry , combinatorial chemistry , organic chemistry , stereochemistry
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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