Abstract:On the basis of the reaction of β-styrylmalonates
with furfural
derivatives in the presence of GaCl3 that occurs with opening
of the furan ring, an efficient diastereoselective method for the
synthesis of trisubstituted cyclopentenones containing a 1,4-diketone
moiety was developed. The regularities of the reaction were studied,
and a number of chemical reactions of the resulting substrates were
carried out. A mechanism for the formation of substituted (4-oxo-2-arylcyclopent-2-enyl)malonates
was suggested.
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