183968-58-3Relevant academic research and scientific papers
Stereocontrolled synthesis of syn- and anti-diol epoxide metabolites of triphenylene
Koreeda, Masato,Gopalaswamy, Ramesh,Yang, Jinhai,Tuinman, Roeland J.
, p. 8267 - 8270 (1996)
The synthesis of both syn- and anti-diol epoxide metabolites of triphenylene has been achieved under complete stereochemical control commencing with commercially available 9-phenanthrol in 18% (9 steps) and 37% (8 steps) overall yields, respectively. The exceptionally high stereoselectivity of the dimethyldioxirane oxidation of trans-dihydrodiol having the quasi-diaxially disposed hydroxyl groups is particularly noteworthy.
Thermodynamically Stable o-Quinodimethane: Synthesis, Structure, and Reactivity
Adachi, Kazuhiko,Hirose, Shunsuke,Ueda, Yasuyuki,Uekusa, Hidehiro,Hamura, Toshiyuki
, p. 3665 - 3669 (2021)
Thermal isomerization of cyclobutaphenanthrene to o-quinodimethane was investigated. Sterically congested substituents or electron-donating substituents on the four-membered ring promoted the ring-opening, affording o-quinodimethane in a relatively stable form. Isolation of the newly prepared o-quinodimethane allowed its structural elucidation and investigation of its potential reactivities. Dual [4+2] cycloaddition of an aryne and o-quinodimethane afforded tetrabenzopentacene, demonstrating the synthetic application of the isolated compound.
