960248-17-3Relevant academic research and scientific papers
Convenient synthetic route to a dehydrorotenoid via selective intramolecular aldol condensation of 1,2-diaryl diketone
Tummatorn, Jumreang,Khorphueng, Prapas,Petsom, Amorn,Muangsin, Nongnuch,Chaichit, Narongsak,Roengsumran, Sophon
, p. 11878 - 11885 (2007)
Synthesis of dehydrorotenoid (1) was successfully achieved via an intramolecular aldol reaction of the corresponding 1,2-diaryl diketone intermediate. The 1,2-diaryl diketone was prepared using a ruthenium-catalyzed oxidation of the corresponding substituted diaryl acetylene. Treatment of this 1,2-diketone with l-proline induced a selective intramolecular aldol condensation reaction, forming the desired benzopyranone over the alternative benzofuran. Deprotection, cyclization, and dehydration gave the target compound in good overall yield.
