Versatile and expeditious synthesis of aurones via Au I-catalyzed cyclization.
Aurones are conveniently formed in a three-step procedure including a goldI-catalyzed cyclization of 2-(1-hydroxyprop-2-ynyl)phenols as a highly regio- and stereoselective key step. A wide diversity of derivatives can be obtained starting from substituted salicylaldehydes. Synthesis of natural 4,6,3',4'-tetramethoxyaurone and structure revision of two natural products (dalmaisione D and 4'-chloroaurone) were achieved.
Harkat
Hassina
H
Laboratoire de Synthèse et Réactivité Organique, associé au CNRS, Institut de Chimie, Université Louis Pasteur, 4 rue Blaise Pascal, 67000 Strasbourg, France.
Blanc
Aurélien
A
Weibel
Jean-Marc
JM
Pale
Patrick
P
D001572:Benzofurans / Q000138:chemical synthesis*; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
D001572:Benzofurans; C486837:aurone; D006046:Gold