PMID: 11312980Apr 21, 2001Paper

Oxidative transformation of tert-cyclobutanols by palladium catalysis under oxygen atmosphere

The Journal of Organic Chemistry
T NishimuraS Uemura

Abstract

Palladium(II)-catalyzed oxidative reaction of tert-cyclobutanols involving the cleavage of a C-C bond via beta-carbon elimination under atmospheric pressure of oxygen is described. An alkylpalladium intermediate produced by beta-carbon elimination from a Pd(II) alcoholate gives a variety of products, depending on the substituents on the cyclobutane ring, in which reactions such as dehydrogenative ring opening, ring expansion and ring contraction are involved. For some substrates, the addition of a catalytic amount of ethyl acrylate dramatically accelerates the reaction. In all cases, the dehydrogenative products are obtained and the Pd(II)-hydride species produced at the final stage can be converted again to active Pd(II) species by molecular oxygen.

Citations

Jul 23, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Liqin XueZhenyang Lin
Jan 10, 2012·Chemical Communications : Chem Comm·David Rosa, Arturo Orellana
Oct 12, 2016·Journal of the American Chemical Society·Masahiro Murakami, Naoki Ishida
Jan 6, 2015·Organic & Biomolecular Chemistry·B SenthilkumarC V Ramana
Dec 6, 2014·Chemistry : a European Journal·Laetitia Souillart, Nicolai Cramer
Jun 16, 2010·Chemistry : a European Journal·Kiyosei TakasuYoshiji Takemoto
Mar 1, 2007·Angewandte Chemie·Yoshikazu Horino
Jul 28, 2011·Angewandte Chemie·Tobias SeiserNicolai Cramer
Nov 2, 2007·Chemical Reviews·Egle M BeccalliSilvia Sottocornola
Aug 25, 2009·Journal of the American Chemical Society·Shunsuke ChibaYi-Feng Wang
Apr 10, 2003·Chemical Reviews·Jan C Namyslo, Dieter E Kaufmann
Jul 1, 2021·Chemical Society Reviews·Binlin ZhaoZhuangzhi Shi
Apr 28, 2011·Journal of the American Chemical Society·Xavier BugautFrank Glorius
Jan 17, 2015·Journal of the American Chemical Society·Hans RenataPhil S Baran
Apr 26, 2013·Organic Letters·Kevin Cheng, Patrick J Walsh
Sep 4, 2021·The Journal of Organic Chemistry·Hayate KinouchiKiyosei Takasu
Aug 4, 2004·The Journal of Organic Chemistry·Takahiro NishimuraSakae Uemura
Oct 18, 2001·Journal of the American Chemical Society·Y TeraoM Nomura
Jun 5, 2003·Journal of the American Chemical Society·Jaime A Mueller, Matthew S Sigman
Jul 2, 2005·The Journal of Organic Chemistry·Julia RevueltaAlberto Brandi

❮ 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

Academic Medicine : Journal of the Association of American Medical Colleges
Thalia Margalit
Journal of the American Chemical Society
B M Trost, T Yasukata
© 2021 Meta ULC. All rights reserved