149946-79-2Relevant articles and documents
Catalytic Asymmetric Intramolecular Bromolactonization of α,β-Unsaturated Ketones
Gan, Min,He, Hailong,Jiang, Xiaojian,Liu, Shenghui,Yi, Peng
, p. 1474 - 1478 (2019)
Enantioselective bromolactonization by using an amino-urea catalyst to generate the important bromo-containing 3,4-dihydroisocoumarins is described. Excellent yields and good enantioselectivities could be achieved for various 3,4-dihydroisocoumarin compou
Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines
Hou, Jinsong,Yang, Gaosheng,Chai, Zhuo
supporting information, p. 453 - 463 (2022/01/04)
A tandem insertion of aliphatic nitriles and unactivated alkenes to the N-H bond of secondary aliphatic amines catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines under mild reaction conditions.
Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol
Davis, Colton R.,Luvaga, Irungu K.,Ready, Joseph M.
supporting information, p. 4921 - 4927 (2021/05/04)
Alkenyl boronates add to Ir(π-allyl) intermediates with high enantioselectivity. A 1,2-metalate shift forms a second C-C bond and sets a 1,3-stereochemical relationship. The three-component coupling provides tertiary boronic esters that can undergo multiple additional functionalizations. An extension to trisubstituted olefins sets three contiguous stereocenters.
Pd-Catalyzed Asymmetric Acyl-Carbamoylation of an Alkene to Construct an α-Quaternary Chiral Cycloketone
Liu, Min,Wang, Xing,Guo, Ziqiong,Li, Hanyuan,Huang, Wei,Xu, Hui,Dai, Hui-Xiong
supporting information, p. 6299 - 6304 (2021/08/30)
Herein, we report the palladium-catalyzed asymmetric acyl-carbamoylation of an alkene by employing thioesters as the acyl electrophiles and t-BuNC as the carbamoyl reagent, affording an α-quaternary chiral cycloketone in synthetically useful yields with excellent enantioselectivity. The reaction proceeded via asymmetric 1,2-migratory insertions of acyl-Pd into alkenes and subsequent migratory insertion of isocyanides into C(sp3)-PdII. The product could be diversified to some valuable skeletons with retention of enantiopurity, demonstrating the synthetic utility of this protocol.