Synthesis of allocolchicines using sequential ring-closing enyne metathesis-Diels-Alder reactions.
New allocolchinoids having functionality in the C ring at position C10 or C11 have been synthesized using the enyne ring-closing metathesis (RCM) reaction for construction of the seven-membered ring and a Diels-Alder-aromatization sequence for the elaboration of the aromatic ring C. [reaction: see text].
Boyer
François-Didier
FD
Unité de Chimie Biologique, INRA, F-78026 Versailles, France.
Hanna
Issam
I
D003078:Colchicine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D003079:Colchicum / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy
D007202:Indicators and Reagents; C032782:allocolchicine; D003078:Colchicine