115984-43-5Relevant articles and documents
Photoinduced Intermolecular [4+2] Cycloaddition Reaction for Construction of Benzobicyclo[2.2.2]octane Skeletons
Liu, Qiang,Wang, Junlei,Li, Dazhi,Yang, Chao,Xia, Wujiong
, p. 1389 - 1402 (2017)
A novel and efficient method for the synthesis of highly substituted benzobicyclo[2.2.2]octane skeletons has been explored. Under UV-light irradiation, o-divinylbenzenes underwent a pericyclic reaction to form the cyclic o-quinodimethane intermediates which were subsequently reacted with olefins through [4+2] addition to construct the benzobicyclo[2.2.2]octane skeletons in mild conditions. Gram scale reactions demonstrated the synthetic potential application of this protocol.
Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes
Liu, Qiang,Wang, Junlei,Li, Dazhi,Gao, Guo-Lin,Yang, Chao,Gao, Yuan,Xia, Wujiong
, p. 7856 - 7868 (2017/08/14)
The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.
A highly regio- and stereoselective cascade annulation of enals and benzodi(enone)s catalyzed by N-heterocyclic carbenes
Fang, Xinqiang,Jiang, Kun,Xing, Chong,Hao, Lin,Chi, Yonggui Robin
experimental part, p. 1910 - 1913 (2011/04/16)
Three stereogenic centers in a row: The unconventional activation of enal compounds mediated by an N-heterocyclic carbene (NHC) has generated three consecutive reactive carbon centers that undergo highly regio- and stereoselective annulations with di(enone)s to generate benzotricyclic products containing multiple stereogenic centers (see scheme).
Diastereoselective synthesis of 1,2,3-trisubstituted indanes via rhodium(I)-catalyzed tandem conjugate additions
Navarro, Cristina,Csaky, Aurelio G.
experimental part, p. 860 - 863 (2009/07/25)
1,2,3-Trisubstituted indanes are synthesized with high diastereoselectivity in favor of the all-trans products by the reaction of boronic acids with electron-deficient o-divinylbenzenes under rhodium(I) catalysis. Georg Thieme Verlag Stuttgart.
Enantioselective copper-catalyzed reductive michael cyclizations
Oswald, Claire L.,Peterson, Justine A.,Lam, Hon Wal
supporting information; experimental part, p. 4504 - 4507 (2009/12/07)
In the presence of siloxanes as stoichiometric reductants, chiral copper-bisphosphine complexes catalyze highly enantioselective reductive Michael cyclizations of substrates containing two α,β-unsaturated carbonyl moieties. The diastereochemical outcome of these reactions Is dependent upon whether biaryl- or ferrocene-based chiral bisphosphines are employed.
Stereoselective RhI-catalyzed tandem conjugate addition of boronic acids-Michael cyclization
Navarro, Cristina,Csaky, Aurelio G.
, p. 217 - 219 (2008/09/18)
(Chemical Equation Presented) The first examples of the stereoselective sequence RhI-cataiyzed tandem conjugate addition of boronic acids to enones-Michael cyclization, is reported. The reaction is carried out in dioxane-H2O at rt, and 1,2,3-trisubstituted indans are obtained in a highly regio- and stereoselective fashion.
Photoreactions in Crystals with Ethenes: Selectivities and Crystal Engineering
Kaupp, Gerd,Frey, Herbert,Behmann, Gabriele
, p. 2135 - 2146 (2007/10/02)
Photoreactions in crystals of sterically hindered dimethylenecyclopentanones 1 and trimethylenecyclopentanes 4 lead to E/Z isomerizations and 1,5-H shifts.The stereochemical result of the photodimerization in the crystalline state of the heterostilbenes 6
