Gnididione, synthesis

Synthesis of Evodone Synthesis of Ligularone and Petasalbine Synthesis of Paniculide-A Synthesis of Gnididione Synthesis of Norsecurinine Synthetic Approach to Geigerin Synthesis of Stemoamide Thiofurans and Amidofurans... 

Jacobi and coworkers used an oxy-Cope/Diels-Alder sequence to synthesize the tumor inhibitor gnididione (4-234) [80]. A similar sequence was also used by Kraus and coworkers for the synthesis of 11-deoxydaunomycinone (4-235) [81]. 

A sequential Cope/Diels-Alder/retro-Diels-Alder reaction is the key step in the synthesis of furanosesquiterpene gnididione (3), isolated from the antileukaemic fractions of Gnidia latifo-lia. The reaction strongly depends on the relative configuration at C-8, as the alternative diastereomer reacts at a faster rate with acetylenic tt-bond participation970. 

---