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Article Abstract
An enantioselective synthesis of the bacterial metabolite (+)-strepantibin A, a novel inhibitor of the hexokinase II (HK2) in cancer cells, is described. Its monomethylated resorcinolic -terphenyl core was conveniently prepared through a Danheiser benzannulation. The elaboration of its -quinolic chiral center was accomplished by relying on an iodyl-promoted regio- and enantioselective hydroxylative dearomatization. The olefinic side-chain of the resulting -quinol was finally oxygenated under Wacker-type conditions to generate the propanone appendage of (+)-strepantibin A.
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| http://dx.doi.org/10.1021/acs.orglett.4c01653 | DOI Listing |
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