Borrowing hydrogen for organic synthesis

BG Reed-Berendt, DE Latham, MB Dambatta… - ACS Central …, 2021 - ACS Publications
Borrowing hydrogen is a process that is used to diversify the synthetic utility of commodity
alcohols. A catalyst first oxidizes an alcohol by removing hydrogen to form a reactive …

Anti-Markovnikov intermolecular hydroamination of alkenes and alkynes: a mechanistic view

J Escorihuela, A Lledós, G Ujaque - Chemical Reviews, 2023 - ACS Publications
Hydroamination, the addition of an N–H bond across a C–C multiple bond, is a reaction with
a great synthetic potential. Important advances have been made in the last decades …

Enantioconvergent transformations of secondary alcohols through borrowing hydrogen catalysis

Y Gao, G Hong, BM Yang, Y Zhao - Chemical Society Reviews, 2023 - pubs.rsc.org
Direct substitution of readily available alcohols is recognized as a key research area in
green chemical synthesis. Starting from simple racemic secondary alcohols, the …

Stereodivergent Construction of 1, 4‐Nonadjacent Stereocenters via Hydroalkylation of Racemic Allylic Alcohols Enabled by Copper/Ruthenium Relay Catalysis

X Chang, X Cheng, XT Liu, C Fu, WY Wang… - Angewandte …, 2022 - Wiley Online Library
An unprecedented hydroalkylation of racemic allylic alcohols and racemic ketimine esters
enabled by Cu/Ru relay catalysis has been developed via merging the ruthenium‐catalyzed …

Iridium-catalyzed enantioconvergent borrowing hydrogen annulation of racemic 1, 4-diols with amines

Y Liu, H Diao, G Hong, J Edward, T Zhang… - Journal of the …, 2023 - ACS Publications
We present an enantioconvergent access to chiral N-heterocycles directly from simple
racemic diols and primary amines, through a highly economical borrowing hydrogen …

Manganese-catalyzed cyclopropanation of allylic alcohols with sulfones

K Yu, Q Nie, Q Chen, W Liu - Nature Communications, 2024 - nature.com
Cyclopropanes are among the most important structural units in natural products,
pharmaceuticals, and agrochemicals. Herein, we report a manganese-catalyzed …

Copper/Ruthenium Relay Catalysis for Stereodivergent Access to δ‐Hydroxy α‐Amino Acids and Small Peptides

C Fu, L He, X Chang, X Cheng, ZF Wang… - Angewandte Chemie …, 2024 - Wiley Online Library
An atom‐and step‐economical and redox‐neutral cascade reaction enabled by asymmetric
bimetallic relay catalysis by merging a ruthenium‐catalyzed asymmetric borrowing …

Zn(II)-Catalyzed Selective N-Alkylation of Amines with Alcohols Using Redox Noninnocent Azo-Aromatic Ligand as Electron and Hydrogen Reservoir

S Chakraborty, R Mondal, S Pal, AK Guin… - The Journal of …, 2022 - ACS Publications
We report a sustainable and eco-friendly approach for selective N-alkylation of various
amines by alcohols, catalyzed by a well-defined Zn (II)-catalyst, Zn (La) Cl2 (1a), bearing a …

Manganese‐Catalyzed Asymmetric Formal Hydroamination of Allylic Alcohols: A Remarkable Macrocyclic Ligand Effect

F Li, L Long, YM He, Z Li, H Chen… - Angewandte Chemie, 2022 - Wiley Online Library
A unique family of chiral peraza N6‐macrocyclic ligands, which are conformationally rigid
and have a tunable saddle‐shaped cavity, is described. Utilizing their manganese (I) …

Enantioconvergent arylation of racemic secondary alcohols to chiral tertiary alcohols enabled by Nickel/N-Heterocyclic Carbene catalysis

Y Cai, SL Shi - Journal of the American Chemical Society, 2021 - ACS Publications
The direct upgrading reaction of simple and readily available achiral alcohols via C–H
functionalization is an ideal strategy to prepare value-added chiral higher alcohols. Herein …