Brønsted acid activation strategy in transition-metal catalyzed asymmetric hydrogenation of N-unprotected imines, enamines, and N-heteroaromatic compounds

Angewandte Chemie
Zhengkun YuQuanbin Jiang

Abstract

Asymmetric hydrogenation plays an important role in organic synthesis, but that of the challenging substrates such as N-unprotected imines, enamines, and N-heteroaromatic compounds (1H-indoles, 1H-pyrroles, pyridines, quinolines, and quinoxalines) has only received increased attention in the past three years. Considering the interaction modes of a Brønsted acid with a Lewis base, Brønsted acids may be used as the ideal activators of C=N bonds. This Minireview summarizes the recent advances in transition-metal-catalyzed, Brønsted acid activated asymmetric hydrogenation of these challenging substrates, thus offering a promising substrate activation strategy for transformations involving C=N bonds.

References

Jul 18, 2001·Journal of the American Chemical Society·M P Magee, J R Norton
Aug 14, 2003·Chemical Reviews·Wenjun Tang, Xumu Zhang
May 20, 2004·Angewandte Chemie·Frank GloriusChristian W Lehmann
Aug 12, 2004·Journal of the American Chemical Society·Yi HsiaoChristophe Malan
Jun 23, 2005·Journal of the American Chemical Society·Claude Y Legault, André B Charette
Nov 19, 2005·Organic & Biomolecular Chemistry·Frank Glorius
Mar 7, 2006·Angewandte Chemie·Sheng-Mei LuYong-Gui Zhou
Apr 13, 2006·Chemical Communications : Chem Comm·Jiashou WuBangliang Yu
Jun 2, 2006·Organic Letters·Ryoichi Kuwano, Manabu Kashiwabara
Sep 7, 2006·Journal of the American Chemical Society·Guo-Hua HouQi-Lin Zhou
May 12, 2007·Angewandte Chemie·Magnus Rueping, Andrey P Antonchick
May 18, 2007·Accounts of Chemical Research·Weicheng ZhangXumu Zhang
Aug 21, 2007·The Journal of Organic Chemistry·Konstantin Yu KoltunovGeorge A Olah
Aug 24, 2007·Accounts of Chemical Research·Hans-Ulrich Blaser, Martin Studer
Nov 7, 2007·Chemical Reviews·Takahiko Akiyama
Dec 13, 2007·Chemical Reviews·Abigail G Doyle, Eric N Jacobsen
Dec 19, 2007·Accounts of Chemical Research·William S Knowles, Ryoji Noyori
Dec 25, 2007·Journal of the American Chemical Society·Ryoichi KuwanoHiroki Kusano
Jun 12, 2008·Journal of the American Chemical Society·Luis Simón, Jonathan M Goodman
Aug 30, 2008·Chemistry, an Asian Journal·Chao WangJianliang Xiao
Sep 12, 2008·Journal of the American Chemical Society·Chaoqun Li, Jianliang Xiao
Oct 9, 2008·Journal of the American Chemical Society·Chaoqun LiJianliang Xiao
May 1, 2009·Journal of the American Chemical Society·Chaoqun LiJianliang Xiao
Jun 11, 2009·Journal of the American Chemical Society·Karl B HansenJoseph D Armstrong
Jul 3, 2009·Journal of the American Chemical Society·Guohua HouXumu Zhang
Jul 23, 2009·Chemical Society Reviews·Søren Bertelsen, Karl Anker Jørgensen
Jul 23, 2009·Angewandte Chemie·Chao WangJianliang Xiao
Jul 28, 2009·Journal of the American Chemical Society·Yingdong LuBruce A Arndtsen
Jul 30, 2009·Journal of the American Chemical Society·Dietrich SteinhuebelTakao Saito
Aug 20, 2009·Chemical Society Reviews·Zhihui Shao, Hongbin Zhang
Jan 28, 2010·Chemistry : a European Journal·Alejandro Baeza, Andreas Pfaltz
Jan 29, 2010·Journal of the American Chemical Society·Guohua HouFrancis Gosselin
Feb 9, 2010·Chemistry : a European Journal·Magnus RuepingFenja R Schoepke
May 21, 2010·Organic & Biomolecular Chemistry·Yan-Mei He, Qing-Hua Fan
May 22, 2010·Angewandte Chemie·Vijay N WakchaureBenjamin List
Jun 10, 2010·Organic & Biomolecular Chemistry·Weijun TangAlbert S C Chan
Jun 18, 2010·Journal of the American Chemical Society·Duo-Sheng WangXumu Zhang

❮ Previous
Next ❯

Citations

Nov 19, 2015·Journal of the American Chemical Society·Narasimhulu GandhamsettySukbok Chang
Feb 2, 2017·Journal of the American Chemical Society·Wei LiFrank Glorius
Jun 23, 2016·Chemistry : a European Journal·Bugga BalakrishnaAnton Vidal-Ferran
Mar 24, 2017·Angewandte Chemie·Paolo Tosatti, Andreas Pfaltz
Jun 15, 2017·Organic & Biomolecular Chemistry·Ganesh V More, Bhalchandra M Bhanage
Apr 24, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Jiyang ZhaoShuhua Li
Feb 21, 2014·Angewandte Chemie·Jędrzej WysockiFrank Glorius
Jan 8, 2015·Angewandte Chemie·Ryoichi KuwanoKentaro Ishizuka
Mar 13, 2019·Chemistry, an Asian Journal·Shuichi Nakamura
Apr 4, 2019·Journal of Computational Chemistry·Ming-Xia Zhang, Hong-Liang Xu
Mar 29, 2019·Angewandte Chemie·Bowen LiWanbin Zhang
Jan 3, 2013·Angewandte Chemie·Manuel Mahlau, Benjamin List
Apr 23, 2013·Chemistry : a European Journal·Agnieszka BartoszewiczBelén Martín-Matute
Dec 18, 2013·Chemistry : a European Journal·Kseniya Revunova, Georgii I Nikonov
Jul 12, 2014·Chemical Communications : Chem Comm·Xian-Feng CaiYong-Gui Zhou
Mar 20, 2013·Chemical Society Reviews·Alex McSkimming, Stephen B Colbran
Jan 12, 2013·Chemistry : a European Journal·Merle ArrowsmithGabriele Kociok-Köhn
Aug 15, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Alban Cadu, Pher G Andersson
Jul 25, 2013·Angewandte Chemie·Dongbing Zhao, Frank Glorius
Jan 5, 2013·Angewandte Chemie·Weijun TangJianliang Xiao
Apr 28, 2018·Chemical Communications : Chem Comm·Fan YangBaomin Fan
Dec 14, 2018·Chemical Science·Basudev SahooMatthias Beller
Feb 1, 2020·Nature Communications·Shuai YuanMingxin Chang
Nov 30, 2012·Angewandte Chemie·Katrien Brak, Eric N Jacobsen
Jan 19, 2021·Angewandte Chemie·Tobias WagenerFrank Glorius

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

© 2021 Meta ULC. All rights reserved