74497-77-1Relevant academic research and scientific papers
D3-trishomocubane-4-carboxylic acid as a new chiral building block: Synthesis and absolute configuration
Gaidai, Alexandr V.,Volochnyuk, Dmitriy M.,Shishkin, Oleg V.,Fokin, Andrey A.,Levandovskiy, Igor A.,Shubina, Tatyana E.
experimental part, p. 810 - 816 (2012/05/07)
The preparation of (±)-D3-trishomocubanone on a multigram scale from 1,4-benzoquinone and cyclopentadiene was optimized to give the target product in 39% overall yield, that was transformed to (±)-D 3-trishomocubane-4-carboxylic acid via a three-step procedure involving the Corey-Chaykovsky reaction followed by boron trifluoride-diethyl ether catalyzed epoxide ring opening and further oxidation. Optically active (+)-D3-trishomocubane-4-carboxylic acid was prepared through the resolution of the racemate by crystallization of its salt with (R)-phenylethylamine; the absolute configuration was assigned by X-ray crystal structure analysis. Georg Thieme Verlag Stuttgart · New York.
A NOVEL, VERSATILE SYNTHETIC APPROACH TO LINEARLY FUSED TRICYCLOPENTANOIDS via PHOTO-THERMAL OLEFIN METATHESIS
Mehta, Goverdhan,Srikrishna, A.,Reddy, A. Veera,Nair, Mangalam S.
, p. 4543 - 4559 (2007/10/02)
Fifteen examples of a new, speedy and general approach to linearly fused tricyclopentanoids bearing the tricyclo2,6>undecane (triquinane) frame of high contemporary interest is delineated.The key concept in our synthetic sequence to tri
The reaction of potassium iodide in polyhydrogen fluoride-pyridine with two cage diols. A simple synthesis of tetracyclo4,11.05,9>undeca-2,6-diene ('homohypostrophene')
Dong, Dao Cong,Edward, John T.
, p. 1324 - 1326 (2007/10/02)
The diol 2 was converted by treatment with potassium iodide in polyhydrogen fluoride-pyridine into a mixture of the diiodide 5 and homohypostrophene 6.The diol 10 under the same conditions gave the ether 14.Treatment of the mixture of 5 and 6 with sodium in boiling tetrahydrofuran gave an easily-separable mixture of 6 and 7.
