94002-68-3Relevant academic research and scientific papers
Total Synthesis and Structural Confirmation of the Antimalarial Naphthopyrone Lasionectrin
Poral, Vincent L.,Furkert, Daniel P.,Brimble, Margaret A.
, p. 6214 - 6217 (2015)
The total synthesis of lasionectrin, a naphthopyrone metabolite of an Acremonium-like fungus collected in Equatorial Guinea, is reported. Divergent access to four stereoisomers confirmed the natural product to be the enantiomer of the originally proposed structure. Highlights of the synthesis include ring opening of a chiral oxetane using a thiol, a highly E-selective Julia-Kocienski olefination, and a modified Sharpless/Upjohn dihydroxylation. Palladium-catalyzed carbonylative lactonization was used to assemble the fused naphthopyrone ring system.
A total synthesis of yellowish aphid pigment furanaphin through fries rearrangement assisted by boron trifluoride-acetic acid complex
Nishimura, Taichi,Iwata, Takeki,Maegawa, Hironori,Nishii, Takeshi,Matsugasako, Masami,Kaku, Hiroto,Horikawa, Mitsuyo,Inai, Makoto,Tsunoda, Tetsuto
experimental part, p. 1789 - 1792 (2012/08/29)
The yellowish aphid pigment furanaphin, isolated from Aphis spiraecola and possessing cytotoxicity against HL-60 (human promyelocytic leukemia-60) cells, was synthesized by utilizing the Fries rearrangement assisted with a BFmiddot;2AcOH complex as a key step. It was confirmed that the complex effectively mediated the reaction even though the compounds had an electron-withdrawing substituent.
