
TY  - JOUR
A1  - Carvalho, CF 
A1  - Russo, AV 
A1  - Sargent, MV 
T1  - Boron, Trichloride as a Selective Demethylating Agent for Hindered Ethers: a Synthesis of the Phytoalexins &#945;- and &#914;-Pyrufuran, a Synthesis of Tri-<i>O</i>-methylleprolomin and its Demethylation
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1985
VL  - 38
IS  - 5
SP  - 777
EP  - 792
KW  - 
UR  - https://doi.org/10.1071/CH9850777 
N2  - 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, naphthalene, 9,10- dihydrophenanthrene and dibenzofuran. The method is applied to the synthesis of the phytoalexins &#945;-(56) and &#946;- pyrufuran (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. 
ER  -

