115754-03-5Relevant academic research and scientific papers
Radical-Cation Cascade to Aryltetralin Cyclic Ether Lignans Under Visible-Light Photoredox Catalysis
Wang, Qian,Xiang, Jia-Chen,Zhu, Jieping
supporting information, p. 21195 - 21202 (2020/09/17)
The development of concise, sustainable, and cost-effective synthesis of aryltetralin lignans, bearing either a fused lactone or cyclic ether, is of significant medicinal importance. Reported is that in the presence of Fukuzumi's acridinium salt under blue LED irradiation, functionalized dicinnamyl ether derivatives are converted into aryltetralin cyclic ether lignans with concurrent generation of three stereocenters in good to high yields with up to 20:1 diastereoselectivity. Oxidation of an alkene to the radical cation is key to the success of this formal Diels–Alder reaction of electronically mismatched diene and dienophile. Applying this methodology, six natural products, aglacin B, aglacin C, sulabiroin A, sulabiroin B, gaultherin C, and isoshonanin, are synthesized in only two to three steps from readily available biomass-derived monolignols. A revised structure is proposed for gaultherin C.
Synthesis of 3-(4'-Methoxy-1'-phenyl)allyl Citronellyl Ether and Related Structures
Bhatia, M. S.,Rani, Poonam,Xavierkutty, M. C.,Lal, Jawahar
, p. 411 - 413 (2007/10/02)
Substituted aromatic allyl citronellyl ethers (1-4) have been prepared and structures supported by spectral data.The compounds were tested for juvenile hormone activity.
