Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
Unactivated aliphatic alkenes are particularly desirable as starting materials because they are readily accessible in large quantities, but the enantioselective intermolecular reductive coupling of unactivated alkenes with imines is challenging. In this paper, we report a method for nickel-catalyzed intermolecular reductive coupling reactions between aliphatic alkenes and imines to yield chiral amines with excellent enantioselectivities and good linear selectivities. The reaction conditions are compatible with a broad range of aliphatic alkenes, including those derived from bioactive molecules. The success of this method can be attributed to the use of newly developed monodentate chiral spiro phosphine ligands.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jacs.4c00463 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Highly Selective Carbonylation of Olefins Using CO and H.
J Am Chem Soc
August 2025
Leibniz Institute for Catalysis, Albert-Einstein-Straße 29a, 18059 Rostock, Germany.
A unique multimetallic catalyst system that allows for the direct carbonylation of aliphatic and aromatic olefins with carbon dioxide and hydrogen has been developed. The employment of palladium and iridium precursors, in conjunction with 1,2-bis(di--butylphosphinomethyl)benzene (dbpx) or its derivatives as active ligands and Zn(OTf) (OTf: trifluoromethanesulfonate) as an essential acidic additive, has been shown to result in the selective formation of aliphatic esters in CO-based carbonylations, exhibiting unparalleled regioselectivity. Detailed control experiments and mechanistic investigations suggest an initial Ir-catalyzed formation of alkyl formates from carbon dioxide, followed by Pd-catalyzed alkoxycarbonylation at a low CO concentration.
View Article and Find Full Text PDFCharacterization of an isobutylene epoxide hydrolase (IbcK) from the isobutylene-catabolizing bacterium sp. ELW1.
Appl Environ Microbiol
August 2025
Department of Plant and Microbial Biology, North Carolina State University, Raleigh, North Carolina, USA.
Isobutylene (IB) is produced on a large scale by the petrochemical industry and is metabolized by the aerobic alkene-metabolizing bacterium sp. ELW1. The initial metabolite of IB catabolism by this bacterium is proposed to be 2-methyl-1,2-epoxypropane (isobutylene oxide [IBO]).
View Article and Find Full Text PDFIn silico expression analysis of germin-like protein genes from rice cultivar Nipponbare.
Mol Biol Rep
August 2025
Department of Biological and Geological Sciences, Faculty of Education, Ain Shams University, Cairo, 11341, Egypt.
Background: Plants contain a ubiquitous group of proteins called germin-like proteins that belong to the cupin superfamily. These proteins are known to be expressed in response to biotic and abiotic stress.
Objective: This study analyzed the expression behavior of rice germin-like protein genes, OsGLP12-3, OsGLP8-12, and OsGLP9-3, in response to abscisic acid and drought stresses using in vitro and silico tools, highlighting their mechanisms in plant defense.
Three-Component Catalytic Amino Etherification of Alkenes: Enabled by Silyl Ether-Promoted C-O Coupling.
ACS Catal
August 2025
Department of Chemistry, Duke University, Durham, North Carolina 27708, United States.
A three-component amino etherification of alkenes presents an ideal and direct strategy to access high-value 1,2-alkylamino ethers yet remains challenging. Herein, we disclosed a catalytic three-component amino etherification of alkenes that enables unprecedented incorporation of versatile aliphatic amines and structurally diverse alkyl or aryl ethers onto alkenes of various substitution patterns. The success of this method relies on a copper-catalyzed electrophilic amination of alkenes using -benzoyl-hydroxylamines and the subsequent C-O bond formation using silyl ethers.
View Article and Find Full Text PDFThiophenol-Catalyzed Radical Hydroformylation of Unactivated Sterically Hindered Alkenes.
J Am Chem Soc
September 2025
State Key Laboratory of Chemical Biology, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Sterically congested alkenes─ubiquitous in pharmaceuticals and industrial intermediates─remain inaccessible to classical hydroformylation due to prohibitive steric strain in transition-metal catalysis. Here, we report a thiophenol-catalyzed radical hydroformylation that overcomes dual steric and electronic constraints through a synergistic system: bench-stable α-chloro -methoxyphthalimides (formyl precursors) and a tailored thiophenol HAT catalyst. This metal-free strategy achieves unprecedented hydroformylation of unactivated, tri-, and tetrasubstituted alkenes─including electron-rich styrenes and aliphatic alkene systems─with high chemo- and regioselectivity.
View Article and Find Full Text PDF