724774-93-0Relevant academic research and scientific papers
Halogen Bonding of N-Halosuccinimides with Amines and Effects of Br?nsted Acids in Quinuclidine-Catalyzed Halocyclizations
Li, Jing,Kwon, Eunsang,Lear, Martin J.,Hayashi, Yujiro
, (2021)
An arguable expectation in halogen chemistry is that an amine will react oxidatively with an N-halosuccinimide (NXS) to form an N-halogenated species bearing a covalent N?X bond. While likely for NCS under most conditions, we find this expectation simply
Br?nsted Acid-Catalyzed Enantioselective Iodocycloetherification Enabled by Triphenylphosphine Selenide Cocatalysis
Daniliuc, Constantin G.,Guria, Sudip,Hennecke, Ulrich
supporting information, p. 3852 - 3858 (2021/07/16)
Enantioselective iodocycloetherifications can be conducted using sterically highly demanding BINOL-based phosphoric acid diesters as catalyst. To achieve highly enantioselective reactions, cocatalysis by triphenylphosphine selenide is necessary. With coca
Enantioselective synthesis of tetrahydrofuran derivatives by sequential henry reaction and iodocyclization of γ,δ-unsaturated alcohols
Chen, Li-Yan,Chen, Jia-Rong,Cheng, Hong-Gang,Lu, Liang-Qiu,Xiao, Wen-Jing
, p. 4714 - 4719 (2014/08/05)
A sequential one-pot Cu-catalyzed asymmetric Henry reaction and iodocyclization is disclosed. The transformation provides efficient access to biologically and synthetically useful 2,2,5-trisubstituted tetrahydrofuran derivatives. The combination of Cu(OAc)2·H2O with a novel chiral sulfoxide-Schiff base hybrid ligand under mild reaction conditions tolerates a wide range of 4-substituted γ,δ-unsaturated aldehydes, and the subsequent iodocyclization furnishes the corresponding products in generally high yields with excellent enantioselectivities. The products can be easily converted into amines with excellent diastereo- and enantioselectivities.
