141511-50-4Relevant articles and documents
Dual Role of Vinyl Sulfonamides as N-Nucleophiles and Michael Acceptors in the Enantioselective Synthesis of Bicyclic δ-Sultams
Mulet, Cristina,Escolano, Marcos,Llopis, Sebastián,Sanz, Sergio,Ramírez de Arellano, Carmen,Sánchez-Roselló, María,Fustero, Santos,del Pozo, Carlos
, p. 2885 - 2893 (2018)
A new methodology for the synthesis of enantiomerically enriched bicyclic δ-sultams is described, involving an initial organocatalytic intramolecular aza-Michael reaction of vinyl sulfonamides bearing a conjugated ketone at a remote position. The resulting Michael adducts were then subjected to an intramolecular conjugate addition over the vinyl sulfone moiety, thus rendering the final bicyclic sultams containing two stereocenters. The key point of this strategy relies on the use of vinyl sulfonamides as both, nitrogen nucleophiles and Michael acceptors. The use of phosphazene-derived bases avoided the racemization of the intermediate derivatives, rendering 6-membered ring bicyclic δ-sultams in enantiomerically enriched manner with a small erosion of enantiopurity. Anyway, after recrystallization, final sultams were obtained in almost enantiomerically pure form. Nevertheless, the enantioselective synthesis of either 5-membered ring products or benzofused derivatives was found to be out of the scope of our strategy. (Figure presented.).
A novel chiral yttrium complex with a tridentate linked amido-indenyl ligand for intramolecular hydroamination
Chai, Zhuo,Hua, Dezhi,Li, Kui,Chu, Jiang,Yang, Gaosheng
supporting information, p. 177 - 179 (2014/01/06)
A new chiral silicon-linked tridentate amido-indenyl ligand was developed from indene and enantiopure 1,2-cyclohexanediamine. Its yttrium complex was synthesized, characterized and applied to efficiently catalyze the intramolecular hydroamination of non-a
A new method for intramolecular chloroamination of unfunctionalized olefins
Liu, Gong-Qing,Li, Wei,Li, Yue-Ming
supporting information, p. 395 - 402 (2013/05/08)
A new method for the intramolecular chloroamination of unfunctionalized olefins is reported. The reactions were carried out at room temperature for 3 h using hydrated copper(II) chloride as both promoter and chlorine source, and the corresponding vincinal haloamines were obtained in good isolated yields.
