1092770-63-2Relevant academic research and scientific papers
Organoselenium-catalyzed synthesis of oxygen- and nitrogen-containing heterocycles
Guo, Ruizhi,Huang, Jiachen,Huang, Haiyan,Zhao, Xiaodan
supporting information, p. 504 - 507 (2016/02/18)
A new and efficient approach for the synthesis of oxygen and nitrogen heterocycles by organoselenium catalysis has been developed. The exo-cyclization proceeded smoothly under mild conditions with good functional group tolerance and excellent regioselectivity. Mechanistic studies revealed that 1-fluoropyridinium triflate is key for oxidative cyclization.
Diastereodivergent synthesis of trisubstituted alkenes through protodeboronation of allylic boronic esters: Application to the synthesis of the californian red scale beetle pheromone
Hesse, Matthew J.,Butts, Craig P.,Willis, Christine L.,Aggarwal, Varinder K.
, p. 12444 - 12448 (2013/02/23)
E-allylic boronic esters undergo a highly diastereoselective protodeboronation with TBAF·3 H2O to give Z-trisubstituted alkenes. The selectivity can be switched to give predominantly the E-alkene instead by using KHF2/TsOH (see scheme). The utility of the methodology has been illustrated in a short synthesis of a component of the sex pheromone of the Californian red scale beetle. Copyright
Conversion of allylic alcohols to stereodefined trisubstituted alkenes: A complementary process to the claisen rearrangement
Belardi, Justin K.,Micalizio, Glenn C.
supporting information; experimental part, p. 16870 - 16872 (2009/04/13)
A stereoselective method for the conversion of allylic alcohols to (Z)-trisubstituted alkenes is presented. Overall, the reaction sequence described is stereochemically complementary to related Claisen rearrangement reactions □ processes that typically deliver the stereoisomeric trisubstituted alkene containing products. Copyright
