The first total synthesis of the furanolactam fuscain is reported. The key step in the synthesis was the formation of seven-membered lactam by acylation of a furan ring using the mild Lewis acid CuSO4·5H2O.
Visible light-mediated synthesis of (Spiro)anellated furans
Visible light-mediated decarboxylation using N-acyloxyphthalimides as the source for carbon-centered radicals was applied for the synthesis of spirobutenolides. The utility of this approach is demonstrated with the formal synthesis of (S)-(+)-lycoperdic acid. Alternatively, 2,3-anellated furans can be obtained in a one-pot procedure via photocyclization following a regioselective semipinacol rearrangement.
Kachkovskyi, Georgiy,Faderl, Christian,Reiser, Oliver
supporting information
p. 2240 - 2248
(2013/10/01)
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