Palladium-catalyzed asymmetric addition of arylboronic acids to nitrostyrenes

Organic Letters
Qun HeWanbin Zhang


A palladium-catalyzed asymmetric addition of arylboronic acids to nitrostyrene is reported. The catalytic system employing iPr-IsoQuinox as a chiral ligand in MeOH solvent under an air atmosphere provides the chiral diarylsubstituted products in high yields with good enantioselectivities. A variety of functionalized nitrostyrenes can be used, and the method tolerates some variation in arylboronic acid scope. The stereochemical outcome can be explained using a stereochemical model.


Oct 13, 1995·Journal of Medicinal Chemistry·J H ShahA H Newman
May 9, 2002·Chemical Reviews·Jack D Scott, Robert M Williams
Jan 9, 2003·Chemical Reviews·Keith Fagnou, Mark Lautens
Aug 14, 2003·Chemical Reviews·Tamio Hayashi, Kaori Yamasaki
Aug 11, 2004·Toxicon : Official Journal of the International Society on Toxinology·M GordalizaM A Gómez-Zurita
Nov 5, 2005·Organic Letters·Francesca GiniAdriaan J Minnaard
Jun 3, 2006·Natural Product Reports·Kenneth W Bentley
Mar 21, 2007·Accounts of Chemical Research·Fernando LópezBen L Feringa
Aug 14, 2008·Chemical Reviews·Syuzanna R HarutyunyanBen L Feringa
May 8, 2009·Chemical Society Reviews·Thomas JerphagnonBen L Feringa
Apr 22, 2010·Chemical Society Reviews·Hannah J EdwardsChristopher G Frost
Jun 2, 2011·Journal of Natural Products·Yanru LiJiangong Shi
Apr 26, 2012·Chemistry : a European Journal·Aditya L GottumukkalaAdriaan J Minnaard
Sep 20, 2012·The Journal of Organic Chemistry·Jiayan ChenWei Zeng
Dec 5, 2012·Chemistry : a European Journal·Jeffrey C HolderBrian M Stoltz
Apr 24, 2013·Journal of the American Chemical Society·Tian-Sheng MeiMatthew S Sigman
Jun 12, 2013·Angewandte Chemie·Guoqiang Yang, Wanbin Zhang
Feb 20, 2014·Chemical Communications : Chem Comm·Yi Li, Ming-Hua Xu
Apr 11, 2014·Nature·Tian-Sheng MeiMatthew S Sigman

❮ Previous
Next ❯

Related Concepts

Trending Feeds


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 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.


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.