PubMed · 6067549
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1967-07-22. Carcinogenic hazard.. https://pubmed.ncbi.nlm.nih.gov/6067549/
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The synthesis of a 2,4-HHDP containing glucopyranose ellagitannin model system has been achieved. Attempts to prepare a related target bearing a 1,6 bridge led instead to the discovery of a likely strain-driven tautomerization to cyclohexadienone intermediates.
[reaction: see text] A versatile approach to ketone synthesis is described. The reaction relies on the palladium-catalyzed, copper diphenylphosphinate-mediated coupling of thiol esters with organostannanes under neutral reaction conditions. This reaction complements the previously described coupling of thiol esters with boronic acids that used dual thiophilic-borophilic activation methodology.
A family of tetrabiphenylporphyrin-based receptors has been synthesized. Receptor 7 showed sub-nanomolar affinity (K(d)=0.67 nM) in binding to the surface of cytochrome c. In addition, a stoichiometric amount of the receptor 7 caused a lowering in the T(m) of cytochrome c from 85 to 35 degrees C.