77729-56-7Relevant articles and documents
Synthetic Approach to Hypoxyxylerone, Novel Inhibitor of Topoisomerase I
Piettre, Arnaud,Chevenier, Emmanuel,Massardier, Christine,Gimbert, Yves,Greene, Andrew E.
, p. 3139 - 3142 (2007/10/03)
(Equation Presented) A potential route to the topoisomerase I inhibitor hypoxyxylerone is demonstrated by a highly convergent synthesis of the penta(O-methyl) derivative. The key step in the approach is an anionic homo-Fries rearrangement, little used to
Boron Trichloride as a Selective Demethylating Agent for Hindered Ethers: a Synthesis of the Phytoalexins α- and β-Pyrufuran, a Synthesis of Tri-O-methylleprolomin and its Demethylation
Carvalho, Christopher F.,Russo, Albert V.,Sargent, Melvyn V.
, p. 777 - 792 (2007/10/02)
Boron trichloride has been found to be an efficient reagent for the selective cleavage of sterically hindered methoxy groups in methoxyarenes.The scope and utility of this reaction are explored with examples drawn from derivatives of benzene, naphtalene, 9,10-dihydrophenanthrene and dibenzofuran.The method is applied to the synthesis of the phytoalexins α- (56) and β-pyrofuran (58) (1,3,4-trimethoxydibenzofuran-2-ol and 1,2,4-trimethoxydibenzofuran-3-ol).A synthesis of tri-O-methylleprolomin (61), a derivative of the unusual lichen metabolite leprolomin (60), is described and its demethylation with boron trichloride is studied.
