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Org Lett ; 20(9): 2787-2791, 2018 05 04.
Article in English | MEDLINE | ID: mdl-29697260

ABSTRACT

A Lewis acid catalyzed regioselective C-C bond is constructed through ß-addition of deconjugated butenolides with p-quinone methides in a 1,6-conjugate addition manner. Interestingly, Lewis acid catalyzed vinylogous Mukaiyama-Michael reaction of silyloxyfurans with p-QMs proceeds selectively through the α or γ position exclusively. The reaction is mild with broad substrate scope, thus allowing easy access to a wide range of bis-arylated α-/ß-/γ-substituted butenolides.

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