Formation and reactivity of new Nicholas-Ferrier pyranosidic cations: novel access to oxepanes via a 1,6-hydride shift/cyclization sequence

Chemical Communications : Chem Comm
Ana M GómezJ Cristóbal López

Abstract

Pyranosidic allylic (Ferrier) cations that share dicobalt hexacarbonyl propargyl (Nicholas) stabilization at C-1 display a remarkable reactivity leading to either substituted oxepanes or 3-C-branched pyranosides, depending on the substituent at O-6.

References

Jan 1, 1969·Advances in Carbohydrate Chemistry and Biochemistry·R J Ferrier
Mar 16, 2002·Current Topics in Medicinal Chemistry·R Stienstra
Jan 15, 2004·Advances in Carbohydrate Chemistry and Biochemistry·Robert J Ferrier, John O Hoberg
Oct 30, 2004·Chemical Communications : Chem Comm·Steven D R ChristieGareth J Pritchard
Jan 10, 2006·Chemistry : a European Journal·David D DíazVíctor S Martín
Feb 24, 2006·Chemical Communications : Chem Comm·Elsa AlvaroMiguel A Sierra
Jun 3, 2006·Chemistry : a European Journal·Elsa AlvaroMiguel A Sierra
Oct 22, 2008·Chemical Communications : Chem Comm·Sheida Amiralaei, James R Green
Dec 22, 2009·Chemical Communications : Chem Comm·Eric A AllartMark R J Elsegood
Dec 29, 2009·The Journal of Organic Chemistry·N Vijaya GaneshN Jayaraman

❮ 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.