1000979-70-3Relevant academic research and scientific papers
Orthogonal Syntheses of 3.2.0 Bicycles from Enallenes Promoted by Visible Light
Serafino, Andrea,Balestri, Davide,Marchiò, Luciano,Malacria, Max,Derat, Etienne,Maestri, Giovanni
supporting information, p. 6354 - 6359 (2020/09/02)
Enallenes can be readily converted into two families of 3.2.0 (hetero)bicycles with high diastereoselectivities through the combination of visible light with a suitable Ir(III) complex (1 mol percent). Two complementary pathways, namely, a photocycloaddit
Catalytic Diastereo- and Enantioselective Fluoroamination of Alkenes
Mennie, Katrina M.,Banik, Steven M.,Reichert, Elaine C.,Jacobsen, Eric N.
supporting information, p. 4797 - 4802 (2018/04/17)
The stereoselective synthesis of syn-β-fluoroaziridine building blocks via chiral aryl iodide-catalyzed fluorination of allylic amines is reported. The method employs HF-pyridine as a nucleophilic fluoride source together with mCPBA as a stoichiometric oxidant, and affords access to arylethylamine derivatives featuring fluorine-containing stereocenters in high diastereo- and enantioselectivity. Catalyst-controlled diastereoselectivity in the fluorination of chiral allylic amines enabled the preparation of highly enantioenriched 1,3-difluoro-2-amines bearing three contiguous stereocenters. The enantioselective catalytic method was applied successfully to other classes of multifunctional alkene substrates to afford anti-β-fluoropyrrolidines, as well as a variety of 1,2-oxyfluorinated products.
Rhodium/Yanphos-Catalyzed Asymmetric Interrupted Intramolecular Hydroaminomethylation of trans-1,2-Disubstituted Alkenes
Chen, Caiyou,Jin, Shicheng,Zhang, Zhefan,Wei, Biao,Wang, Heng,Zhang, Kai,Lv, Hui,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 9017 - 9020 (2016/08/05)
The first interrupted asymmetric hydroaminomethylation reaction was developed. The challenging trans-1,2-disubstituted olefins were employed as substrates, and a series of valuable chiral pyrrolidinones and pyrrolidines were obtained in high yields with high regioselectivities and excellent enantioselectivities. Several synthetic transformations were conducted, demonstrating the high synthetic utility of our method. A creative route for the synthesis of vernakalant and Enablex was also developed.
Lewis acid-mediated unprecedented ring-opening rearrangement of 2-Aryl-N-tosylazetidines to enantiopure (E)-allylamines
Ghorai, Manas K.,Kumar, Amit,Das, Kalpataru
, p. 5441 - 5444 (2008/09/18)
A highly efficient strategy for Cu(OTf)2-mediated ring-opening of 2-aryl-N-Mosylazetidines in polar and coordinating solvents followed by an unprecedented rearrangement to substituted achiral and chiral (E)-allylamines (ee >99%) is reported. Th
