1318151-43-7Relevant academic research and scientific papers
Remote Control of Axial Chirality: Synthesis of Spirooxindole-Urazoles via Desymmetrization of ATAD
Zhang, Lin-Lin,Zhang, Ji-Wei,Xiang, Shao-Hua,Guo, Zhen,Tan, Bin
supporting information, p. 6022 - 6026 (2018/09/27)
For the first time, a desymmetrization strategy empowered the assembly of a class of optically pure spirooxindole-urazoles possessing an N-Ar stereogenic axis via remote control of axial chirality in an asymmetric three-component reaction. This transformation was realized by a tandem bisthiourea-catalyzed asymmetric Diels-Alder reaction and substrate-controlled asymmetric ene reaction. The driving force derived from aromatization and the high reactivity of 4-aryl-1,2,4-triazole-3,5-dione enophiles mediated the occurrence of the successive ene reaction under mild conditions.
Catalytic Generation of Donor-Acceptor Cyclopropanes under N-Heterocyclic Carbene Activation and their Stereoselective Reaction with Alkylideneoxindoles
Prieto, Liher,Sánchez-Díez, Eduardo,Uria, Uxue,Reyes, Efraím,Carrillo, Luisa,Vicario, Jose L.
supporting information, p. 1678 - 1683 (2017/05/22)
Formylcyclopropanes undergo activation in the presence of an N-heterocyclic carbene catalyst generating a donor-acceptor cyclopropane intermediate with the ability to undergo ring-opening followed by formal [4+2] cycloaddition with alkylideneoxindoles. This enables the direct enantio- and diastereoselective synthesis of tetrahydropyrano[2,3-b]indoles through the use of a chiral NHC catalyst. (Figure presented.).
