Asymmetric organocatalytic formal double-arylation of azomethines for the synthesis of highly enantiomerically enriched isoindolines

Chemical Communications : Chem Comm
Chao WangLiu-Zhu Gong

Abstract

Isoindoline derivatives with high enantiomeric purity (up to 98% ee) have been accessed by formal double arylation of azomethines.

References

Jun 23, 1999·Journal of Medicinal Chemistry·D BergerD Powell
Jun 27, 2001·Bioorganic & Medicinal Chemistry Letters·P J KukkolaA Y Jeng
Aug 2, 2001·The Journal of Pharmacy and Pharmacology·D F EwingP Villa
Feb 14, 2002·Journal of the American Chemical Society·Takayuki HamadaStephen L Buchwald
Apr 4, 2002·Journal of the American Chemical Society·Dirk J Spielvogel, Stephen L Buchwald
Mar 17, 2004·Angewandte Chemie·Takahiko AkiyamaKohei Fuchibe
Apr 29, 2004·Journal of the American Chemical Society·Daisuke Uraguchi, Masahiro Terada
Jul 14, 2005·Chemical Reviews·Iain Coldham, Richard Hufton
May 25, 2007·Angewandte Chemie·José AlemánKarl Anker Jørgensen
May 26, 2007·Angewandte Chemie·José AlemánKarl Anker Jørgensen
Oct 26, 2007·Journal of Medicinal Chemistry·Pieter Van der VekenIngrid De Meester
Nov 7, 2007·Chemical Reviews·Takahiko Akiyama
Dec 13, 2007·Chemical Reviews·Takuya Hashimoto, Keiji Maruoka
Dec 13, 2007·Chemical Reviews·Abigail G Doyle, Eric N Jacobsen
Sep 10, 2009·Journal of the American Chemical Society·Xiao-Hua ChenLiu-Zhu Gong

Citations

May 28, 2011·Chemical Reviews·Albert Moyano, Ramon Rios
Feb 18, 2016·Chemical Reviews·Liang HongRui Wang
Nov 13, 2015·Journal of the American Chemical Society·Ye-Hui ChenBin Tan
Jun 10, 2014·Chemical Communications : Chem Comm·Masashi ShibataYoshiaki Nishibayashi
Jun 24, 2016·Organic & Biomolecular Chemistry·Basavaprabhu HosamaniIrishi N N Namboothiri
Dec 3, 2015·Chemical Communications : Chem Comm·Yu-Feng LiangNing Jiao
Jun 18, 2015·Chemical Communications : Chem Comm·Guofeng LiRui Wang
May 23, 2018·Angewandte Chemie·Grigory A ShevchenkoBenjamin List
Oct 12, 2013·Chemistry : a European Journal·Ulf Scheffler, Rainer Mahrwald
Jul 19, 2014·Chemical Communications : Chem Comm·Javier Adrio, Juan C Carretero
Oct 5, 2019·Chemistry : a European Journal·Laura Ortiz-RojanoMaria Ribagorda
Jul 17, 2012·Organic & Biomolecular Chemistry·Ke Chen, Sumod A Pullarkat
Apr 12, 2011·Angewandte Chemie·Florence J Williams, Elizabeth R Jarvo

Related Concepts

Analogs & derivatives
Asymmetry
Aryl Sulfotransferase Activity
Azomethine
(2S,3R)-2-amino-1-(isoindolin-2-yl)-3-methylpentan-1-one (allo-Ile-isoindoline)

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.

Alzheimer's Disease: MS4A

Variants within the membrane-spanning 4-domains subfamily A (MS4A) gene cluster have recently been implicated in Alzheimer's disease in genome-wide association studies. Here is the latest research on Alzheimer's disease and MS4A.

Pediculosis pubis

Pediculosis pubis is a disease caused by a parasitic insect known as Pthirus pubis, which infests human pubic hair, as well as other areas with hair including eye lashes. Here is the latest research.

Rh Isoimmunization

Rh isoimmunization is a potentially preventable condition that occasionally is associated with significant perinatal morbidity or mortality. Discover the latest research on Rh Isoimmunization here.

Genetic Screens in iPSC-derived Brain Cells

Genetic screening is a critical tool that can be employed to define and understand gene function and interaction. This feed focuses on genetic screens conducted using induced pluripotent stem cell (iPSC)-derived brain cells. It also follows CRISPR-Cas9 approaches to generating genetic mutants as a means of understanding the effect of genetics on phenotype.

Enzyme Evolution

This feed focuses on molecular models of enzyme evolution and new approaches (such as adaptive laboratory evolution) to metabolic engineering of microorganisms. Here is the latest research.

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.

Pharmacology of Proteinopathies

This feed focuses on the pharmacology of proteinopathies - diseases in which proteins abnormally aggregate (i.e. Alzheimer’s, Parkinson’s, etc.). Discover the latest research in this field with this feed.

Alignment-free Sequence Analysis Tools

Alignment-free sequence analyses have been applied to problems ranging from whole-genome phylogeny to the classification of protein families, identification of horizontally transferred genes, and detection of recombined sequences. Here is the latest research.