1577-19-1Relevant articles and documents
Enantioselective Alkylamination of Unactivated Alkenes under Copper Catalysis
Bai, Zibo,Zhang, Heng,Wang, Hao,Yu, Hanrui,Chen, Gong,He, Gang
, p. 1195 - 1202 (2021/02/05)
An enantioselective addition reaction of various alkyl groups to unactivated internal alkenes under Cu catalysis has been developed. The reaction uses amide-linked aminoquinoline as the directing group, 4-alkyl Hantzsch esters as the donor of alkyl radicals, and rarely used biaryl diphosphine oxide as a chiral ligand. β-lactams featuring two contiguous stereocenters at Cβ and the β substituent can be obtained in good yield with excellent enantioselectivity. Mechanistic studies indicate that a nucleophilic addition of the alkyl radical to CuII-coordinated alkene is the enantio-determining step.
Iridium-Catalyzed γ-Selective Hydroboration of γ-Substituted Allylic Amides
Zhao, Hongliang,Gao, Qian,Zhang, Yajuan,Zhang, Panke,Xu, Senmiao
supporting information, p. 2861 - 2866 (2020/04/02)
Reported here for the first time is the Ir-catalyzed γ-selective hydroboration of γ-substituted allylic amides under mild reaction conditions. A variety of functional groups could be compatible with reaction conditions, affording γ-branched amides in good yields with ≤97% γ-selectivity. We have also demonstrated that the obtained borylated products could be used in a series of C-O, C-F, C-Br, and C-C bond-forming reactions.
Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes
Wang, Guangzhu,Liang, Xinyi,Chen, Lili,Gao, Qian,Wang, Jian-Guo,Zhang, Panke,Peng, Qian,Xu, Senmiao
supporting information, p. 8187 - 8191 (2019/05/27)
The regioselective hydroboration of aliphatic internal alkenes remains a great challenge. Reported herein is an iridium-catalyzed hydroboration of aliphatic internal alkenes, providing distal-borylated products in good to excellent yields with high regioselectivity (up to 99:1). We also demonstrate that the C?B bond of the distal-borylated product can be readily converted into other functional groups. DFT calculations indicate that the reaction proceeds through an unexpected IrIII/IrV cycle.
