20085-85-2Relevant articles and documents
Total Synthesis of Curzerenone, Epicurzerenone, and Pyrocurzerenone
Miyashita, Masaaki,Kumazawa, Toshiaki,Yoshikoshi, Akira
, p. 3728 - 3732 (2007/10/02)
Curzerenone (1) and epicurzerenone (2), representative furanoelemanoids, and pyrocurzerenone (3) were synthesized via the 3-methylfuran annulation reaction using 1-nitro-1-(phenylthio)propene (4) as the crucial step.The cyclic 1,3-dione 6, derived from γ-
TOTAL SYNTHESIS OF CURZERENONE AND EPICURZERENONE
Miyashita, Masaaki,Kumazawa, Toshiaki,Yoshikoshi, Akira
, p. 593 - 596 (2007/10/02)
Curzerenone and epicurzerenone were synthesized by means of a combination of γ-ketoester synthesis and 3-methylfuran annulation both of which utilize nitroolefins as synthons.Starting material, methyl 2-methyl-4-oxo-2-vinylpentanoate, was prepared by the Lewis acid-promoted reaction of 1-methoxy-2-methyl-1--1,3-butadiene and 2-nitropropene, while key intermediate 3,6-dimethyl-6-vinyl-6,7-dihydrobenzofuran-4(5H)-one was assembled by KF-catalyzed reaction of 5-methyl-5-vinyl-cyclohexane-1,3-dione and 1-nitro-1-phenylthiopropene.