Organolanthanide-catalyzed hydroamination

Accounts of Chemical Research
Sukwon Hong, Tobin J Marks

Abstract

Organolanthanides are highly efficient catalysts for inter- and intramolecular hydroamination of various C-C unsaturations such as alkenes, alkynes, allenes, and dienes. Attractive features of organolanthanide catalysts include very high turnover frequencies and excellent stereoselectivities, rendering this methodology applicable to concise synthesis of naturally occurring alkaloids and other polycyclic azacycles. The general hydroamination mechanism involves turnover-limiting C-C multiple bond insertion into the Ln-N bond, followed by rapid protonolysis by other amine substrates. Sterically less encumbered ligand designs have been developed to improve reaction rates, and metallocene and nonmetallocene chiral lanthanide complexes have been synthesized for enantioselective hydroamination.

Citations

Oct 18, 2005·Chemical Communications : Chem Comm·Hyunseok KimTom Livinghouse
Oct 13, 2005·Chemical Communications : Chem Comm·Jason G TaylorKing Kuok Mimi Hii
Nov 18, 2005·Chemical Communications : Chem Comm·Polly L Arnold, Stephen T Liddle
May 24, 2006·Chemical Communications : Chem Comm·Patricia Horrillo MartínezFrank Hampel
Aug 10, 2006·Chemical Communications : Chem Comm·Maximilian DochnahlPeter W Roesky
Oct 7, 2006·Chemical Communications : Chem Comm·Christopher F Bender, Ross A Widenhoefer
Aug 31, 2007·Chemical Communications : Chem Comm·Cong LiuRoss A Widenhoefer
Mar 14, 2008·Chemical Communications : Chem Comm·Andrew L GottPeter Scott
Aug 9, 2008·Chemical Communications : Chem Comm·Christopher F Bender, Ross A Widenhoefer
Jul 26, 2008·Chemical Communications : Chem Comm·Jérôme HannedoucheAlexander Trifonov
Nov 11, 2008·Chemical Communications : Chem Comm·Peng CuiJie Sun
Feb 24, 2010·Chemical Communications : Chem Comm·Kristina L Toups, Ross A Widenhoefer
May 12, 2010·Chemical Communications : Chem Comm·Jürgen Koller, Robert G Bergman
Jun 25, 2010·Chemical Communications : Chem Comm·M Victoria JiménezLuis A Oro
Jan 8, 2016·Inorganic Chemistry·Lidia ArmelaoSimona Samaritani
Jul 7, 2015·Journal of the American Chemical Society·Dawen Niu, Stephen L Buchwald
Oct 7, 2015·Journal of the American Chemical Society·David C MillerRobert R Knowles
Nov 3, 2015·Journal of the American Chemical Society·Jeffrey S BandarStephen L Buchwald
Nov 13, 2015·Journal of the American Chemical Society·Matthew R MacDonaldWilliam J Evans
Jul 28, 2015·Accounts of Chemical Research·Masayoshi NishiuraZhaomin Hou
Jul 22, 2015·Journal of the American Chemical Society·Adrien T NormandGerhard Erker
Apr 15, 2016·Accounts of Chemical Research·Tracy L LohrTobin J Marks
Aug 24, 2016·Journal of the American Chemical Society·Wusheng GuoArjan W Kleij
Jan 28, 2017·Journal of the American Chemical Society·Xiao-Hui Yang, Vy M Dong
Apr 27, 2005·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniela V VitanovaKai C Hultzsch
Feb 17, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Sergio BambirraBart Hessen
May 7, 2005·Organic Letters·Jason A BexrudLaurel L Schafer

❮ Previous
Next ❯

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.

Related Papers

Dalton Transactions : an International Journal of Inorganic Chemistry
Isabelle AillaudEmmanuelle Schulz
Journal of the American Chemical Society
Mark R CrimminMichael S Hill
Angewandte Chemie
Peter W Roesky, Thomas E. Müller
Chemical Society Reviews
Frauke Pohlki, Sven Doye
© 2021 Meta ULC. All rights reserved