Recent Advances in Nonprecious Metal Catalysis DOI
Robert A. Singer, Sébastien Monfette, David J. Bernhardson

et al.

Organic Process Research & Development, Journal Year: 2020, Volume and Issue: 24(6), P. 909 - 915

Published: May 14, 2020

Nonprecious metal catalysis is a highly active area of research for both industrial and academic laboratories. New methods that efficiently generate useful functionality in cost-effective, high yielding, environmentally friendly ways naturally garner attention from process chemists many different industries. This series highlights summarizes literature on the general topic nonprecious over four-month timeframes will focus major trends field are interest pharmaceutical industry. The first installment selected transformations using copper, nickel, iron catalysts.

Language: Английский

Enantioselective Hydroalkenylation of Olefins with Enol Sulfonates Enabled by Dual Copper Hydride and Palladium Catalysis DOI
Alexander W. Schuppe, James Levi Knippel,

Gustavo M. Borrajo‐Calleja

et al.

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(14), P. 5330 - 5335

Published: March 30, 2021

The catalytic enantioselective synthesis of α-chiral olefins represents a valuable strategy for rapid generation structural diversity in divergent syntheses complex targets. Herein, we report protocol the dual CuH- and Pd-catalyzed asymmetric Markovnikov hydroalkenylation vinyl arenes anti-Markovnikov unactivated olefins, which readily available enol triflates can be utilized as alkenyl coupling partners. This method allowed diverse including tri- tetrasubstituted olefin products, are challenging to prepare by existing approaches.

Language: Английский

Citations

30

Ni-catalyzed hydroalkylation of olefins with N-sulfonyl amines DOI Creative Commons
Xiao‐Biao Yan, Lun Li,

Wen‐Qiang Wu

et al.

Nature Communications, Journal Year: 2021, Volume and Issue: 12(1)

Published: Oct. 7, 2021

Hydroalkylation, the direct addition of a C(sp3)-H bond across an olefin, is desirable strategy to produce valuable, complex structural motifs in functional materials, pharmaceuticals, and natural products. Herein, we report reliable method for accessing α-branched amines via nickel-catalyzed hydroalkylation reactions. Specifically, by using bis(cyclooctadiene)nickel (Ni(cod)2) together with phosphine ligand, achieved formal insertion reaction between olefins N-sulfonyl without need external hydride source. The amine not only provides alkyl motif but also delivers olefin means nickel-engaged β-hydride elimination/reductive elimination process. This platform constructing chiral P-chiral demonstrating its potential utility organic synthesis. Notably, sulfonamidyl boronate formed situ under basic conditions promotes ring-opening azanickellacycle intermediate, leading significant improvement catalytic efficiency.

Language: Английский

Citations

27

Facile Synthesis of Chiral α‐Hydroxy Ketones by a Ni‐Catalyzed Multicomponent Hydrometallation–CO Insertion–Enantioconvergent Alkylation Cascade DOI
Jian Chen,

Gao Deng,

You Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2022, Volume and Issue: 41(3), P. 294 - 300

Published: Oct. 17, 2022

Comprehensive Summary NiH‐catalyzed multicomponent reductive hydrofunctionalization of alkenes is an attractive but poorly explored approach to rapidly increasing molecular complexity. In this process, the selective generation desired product can be challenging. Herein, we report that a highly chemo‐, regio‐ and enantioselective hydrocarbonylation has been achieved using chloroformate ester as source CO. A wide range structurally diverse α‐hydroxy ketones, privileged structural elements in bioactive molecules useful building blocks, were obtained from such reactions with high enantiomeric purity.

Language: Английский

Citations

18

Enantioselective construction of cycloalkyl amines via nickel-catalysed alkene desymmetrization DOI

Ludi Li,

Bo Chen, Weiguo Cao

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Enantioselective construction of cycloalkyl amines with two adjacent chiral centers via transannular directed, NiH-catalysed cycloalkene desymmetric hydroalkylation.

Language: Английский

Citations

0

Recent Advances in Nonprecious Metal Catalysis DOI
Robert A. Singer, Sébastien Monfette, David J. Bernhardson

et al.

Organic Process Research & Development, Journal Year: 2020, Volume and Issue: 24(6), P. 909 - 915

Published: May 14, 2020

Nonprecious metal catalysis is a highly active area of research for both industrial and academic laboratories. New methods that efficiently generate useful functionality in cost-effective, high yielding, environmentally friendly ways naturally garner attention from process chemists many different industries. This series highlights summarizes literature on the general topic nonprecious over four-month timeframes will focus major trends field are interest pharmaceutical industry. The first installment selected transformations using copper, nickel, iron catalysts.

Language: Английский

Citations

25