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 …

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 …

Borrowing hydrogen amination reactions: a complex analysis of trends and correlations of the various reaction parameters

E Podyacheva, OI Afanasyev, DV Vasilyev… - ACS …, 2022 - ACS Publications
Borrowing hydrogen or the hydrogen autotransfer amination is a powerful approach to
create single C–N bonds, starting from stable and readily available substrates: amines and …

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 …

Enantioselective synthesis of indoles through catalytic indolization

BM Yang, XQ Ng, Y Zhao - Chem Catalysis, 2022 - cell.com
A variety of chiral indole-containing functional molecules are of great importance in
chemistry and medicine. These compounds have traditionally been prepared by …

Room‐Temperature Guerbet Reaction with Unprecedented Catalytic Efficiency and Enantioselectivity

TW Ng, G Liao, KK Lau, HJ Pan, Y Zhao - Angewandte Chemie, 2020 - Wiley Online Library
We report herein an unprecedented highly efficient Guerbet‐type reaction at room
temperature (catalytic TON up to> 6000). This β‐alkylation of secondary methyl carbinols …

Nickel‐catalyzed N‐alkylation of acylhydrazines and arylamines using alcohols and enantioselective examples

P Yang, C Zhang, Y Ma, C Zhang, A Li… - Angewandte Chemie …, 2017 - Wiley Online Library
A borrowing‐hydrogen reaction between amines and alcohols is an atom‐economic way to
prepare alkylamines, ideally with water as the sole byproduct. Herein, nickel catalysts are …

Control of Absolute Stereochemistry in Transition‐Metal‐Catalysed Hydrogen‐Borrowing Reactions

T Kwok, O Hoff, RJ Armstrong… - Chemistry–A European …, 2020 - Wiley Online Library
Hydrogen‐borrowing catalysis represents a powerful method for the alkylation of amine or
enolate nucleophiles with non‐activated alcohols. This approach relies upon a catalyst that …

Enantioselective synthesis of tetrahydroquinolines by borrowing hydrogen methodology: cooperative catalysis by an achiral iridacycle and a chiral phosphoric acid

CS Lim, TT Quach, Y Zhao - Angewandte Chemie, 2017 - Wiley Online Library
We report herein the highly enantioselective synthesis of 2‐substituted tetrahydroquinolines
through borrowing hydrogen, a process recognized for its environmentally benign and atom …