NHC-Mediated Synthesis of Tricyclic Spirocarbocycles via an Intramolecular Stetter Reaction of Cyclic Enal-Enones.

07:00 EST 3rd December 2019 | BioPortfolio

Summary of "NHC-Mediated Synthesis of Tricyclic Spirocarbocycles via an Intramolecular Stetter Reaction of Cyclic Enal-Enones."

A general and efficient method for the synthesis of tricyclic spirocarbocycles is described. Various cyclic enal-enones were reacted with an N-heterocyclic carbene and an intramolecular Stetter reaction proceeded smoothly to give various tricyclic spiro-1,4-diketones in 31-72% yields. The ring size of the spiro compounds can be easily controlled using different cyclic enals and enones, or by altering the length of the carbon tether.


Journal Details

This article was published in the following journal.

Name: The Journal of organic chemistry
ISSN: 1520-6904


DeepDyve research library

PubMed Articles [14123 Associated PubMed Articles listed on BioPortfolio]

Synthesis of tricyclic benzimidazole-iminosugars as potential glycosidase inhibitors via a Mitsunobu reaction.

A series of tricyclic benzimidazole-iminosugars 1(a-f) and 2(a-f) were synthesized and evaluated for their their inhibitory activities against five glycosidases. The synthesis initiated from the benzy...

Synthesis of Sultams and Cyclic -Sulfonyl Ketimines via Iron-Catalyzed Intramolecular Aliphatic C-H Amidation.

Cyclic sulfonamides (sultams) play a unique role in drug discovery and synthetic chemistry. A direct synthesis of sultams by an intramolecular C(sp)-H amidation reaction using an iron complex in situ ...

Total Synthesis of Diocollettines A via an Acid-Promoted Oxa-Michael-Aldol-Acetalization Cascade.

A diastereo- and enantioselective total synthesis of diocollettines A with an unusual oxygen-containing tricyclic ring system has been achieved in 63% overall yield from commercially available 3-pheny...

N-Heterocyclic Carbene Acyl Anion Organocatalysis by Ball-Milling.

The ability to conduct N-heterocyclic carbene-catalysed acyl anion chemistry under ball-milling conditions is reported for the first time. This process has been exemplified through applications to int...

Synthesis of enantiopure ε-oxapipecolic acid.

A six-step synthesis of orthogonally-protected (S)-ε-oxapipecolic acid is described, starting from a commercially available glutamate diester. The approach features an mCPBA-mediated amine oxidation ...

Clinical Trials [2567 Associated Clinical Trials listed on BioPortfolio]

Study of Afimoxifene Gel to Treat Cyclic Mastalgia in Premenopausal Women

The purpose of this study is to evaluate the efficacy of two doses of 4-hydroxy tamoxifen (4-OHT) compared with placebo on the intensity of cyclic mastalgia in pre-menopausal women with re...

Tricyclic Antidepressants (TCAs) on Gastric Emptying

The purpose of this study is to determine the effects of two tricyclic antidepressant agents (TCAs), amitriptyline and desipramine, on gastric emptying and gastric accommodation using a ne...

Protocol of Reintroduction of Beta-lactams in Children at Low Risk of Anaphylaxis.

The purpose of this study is to establish the rationale for the practice of performing an oral reintroduction test without previous skin tests in children at low risk of IgE-mediated react...

Applying Nutrient Drink Test in Understanding Pathophysiology of CVS

Cyclic vomiting syndrome is a disorder characterized by nausea and vomiting, separated by periods without any symptoms. There is very little research on this field at this point and most d...

Calciuric Effect and Cyclic Parenteral Nutrition in Preterm Infants

The aim of our work is to study the effect of total parenteral nutrition (TPN) cycling in preterm infants on hypercalcuria (excessive calcium excretion in urine). TPN cycling refers to adm...

Medical and Biotech [MESH] Definitions

A family of tricyclic hydrocarbons whose members include many of the commonly used tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC).

A photoprotein isolated from the bioluminescent jellyfish Aequorea. It emits visible light by an intramolecular reaction when a trace amount of calcium ion is added. The light-emitting moiety in the bioluminescence reaction is believed to be 2-amino-3-benzyl-5-(p-hydroxyphenyl)pyrazine (AF-350).

A membrane-bound or cytosolic enzyme that catalyzes the synthesis of CYCLIC ADP-RIBOSE (cADPR) from nicotinamide adenine dinucleotide (NAD). This enzyme generally catalyzes the hydrolysis of cADPR to ADP-RIBOSE, as well, and sometimes the synthesis of cyclic ADP-ribose 2' phosphate (2'-P-cADPR) from NADP.

A cyclic nucleotide phosphodiesterase subfamily that is found predominantly in inflammatory cells and may play role in regulation of CELL-MEDIATED IMMUNITY. The enzyme family includes over twenty different variants that occur due to multiple alternative splicing of the mRNA of at least four different genes.

N-(1-Oxobutyl)-cyclic 3',5'-(hydrogen phosphate)-2'-butanoate guanosine. A derivative of cyclic GMP. It has a higher resistance to extracellular and intracellular phosphodiesterase than cyclic GMP.

Quick Search

DeepDyve research library

Searches Linking to this Article