ChemInform Abstract: Synthesis of Enantiopure 3-Azabicyclo[3.3.0]octen-7-one Derivatives via Intramolecular Pauson-Khand Cycloaddition Reaction Using Tri-O-acetyl-D-glucal as Starting Material.

ChemInform ◽  
2010 ◽  
Vol 33 (39) ◽  
pp. no-no
Author(s):  
Pilar Areces ◽  
M. Angeles Duran ◽  
Joaquin Plumet ◽  
Michael B. Hursthouse ◽  
Mark E. Light
Keyword(s):  
Cycloaddition Reaction ◽  
Starting Material

scholarly journals (4+3)-cycloaddition chemists of oxidopyridinium ions and related study

2019 ◽  
Author(s):  
◽  
Chencheng Fu
Keyword(s):  
Uv Radiation ◽  
Photochemical Reaction ◽  
Functional Group ◽  
Cycloaddition Reaction ◽  
Product Yield ◽  
Membered Ring ◽  
Starting Material ◽  
Unsaturated Ester ◽  
Rapid Access ◽  
Cyclobutane Ring

The (4+3)-cycloaddition reaction is a cycloaddition between a 4-atom species and a 3-atom species to form a seven-membered ring. This reaction results in the formation of seven-membered rings. Our research expanded the scope of (4+3)-cycloaddition reaction by using the oxidopyridinium species as the dienophile -- the 3-atom species. By adding an electron-withdrawing functional group to the starting material, we were be able to get good to excellent product yield. The process provides rapid access to bicyclic nitrogenous structures resembling natural alkaloids. [2+2]-Photocycloaddition is a cycloaddition between two olefins to form a cyclobutane ring. The intramolecular [2+2]-cycloaddition of nitrogen-substituted alkenes can be employed to make complicated alkaloids. Our previous work made the 7-azabicyclo[4.3.1]deca-3,8-diene skeleton, which is a nice substrate for the cycloaddition. Under UV radiation, the heteroatom-substituted unsaturated ester undergoes intramolecular [2+2]-cycloaddition with the cyclic alkene to make a cage-like ketone in good to excellent yield, giving rise to a rigid tropane-like alkaloid skeleton. The scope and mechanism of the photochemical reaction will be discussed.

Synthesis of Enantiopure 3-Azabicyclo[3.3.0]octen-7-one Derivatives via Intramolecular Pauson−Khand Cycloaddition Reaction Using Tri-O-acetyl-d-glucal as Starting Material

2002 ◽  
Vol 67 (10) ◽  
pp. 3506-3509 ◽  
Author(s):  
Pilar Areces ◽  
M. Ángeles Durán ◽  
Joaquín Plumet ◽  
Michael B. Hursthouse ◽  
Mark E. Light
Keyword(s):  
Cycloaddition Reaction ◽  
Starting Material

Tuning the configuration of the flexible metal–alkene-framework affords pure cycloisomers in solid state photodimerization

2021 ◽  
Author(s):  
Yong Wang ◽  
Meng-Fan Wang ◽  
David James Young ◽  
Hua Zhu ◽  
Fei-Long Hu ◽  
...  
Keyword(s):  
Solid State ◽  
Cycloaddition Reaction ◽  
Guest Molecules ◽  
Flexible Metal

The bulkiness of the guest molecules influences the conformations of the ligand and the final outcomes of the cycloaddition reaction.

A trait collection of spring groat barley

2018 ◽  
pp. 85-96
Author(s):  
I.A. Petukhova ◽  
V.K. Riabchun ◽  
V.A. Muzapharova ◽  
O.I. Padalka ◽  
T.A. Sheliakina ◽  
...  
Keyword(s):  
High Performance ◽  
Spring Barley ◽  
Vegetation Period ◽  
Grain Weight ◽  
Starting Material ◽  
Economic Traits ◽  
The Czech Republic ◽  
Science And Education ◽  
New Varieties ◽  
1000 Grain Weight

The goal of our research was to form a collection of groats barley, to search, to select and to evaluate starting material of spring barley for a set of valuable economic traits, technological properties and culinary qualities of barley groats. Results and Discussion. Basing on to the results of assessments, we identified selected 55 spring barley accessions, which were characterized by 17 traits and 75 expression levels. The collection includes accessions from 11 countries; the largest number of accessions (59) are from Ukraine; 39 – from Russia; 10 - from Belarus; 10 - from Germany; 6 - from France; 5 - from Kazakhstan; 4 - from Canada; 3 - from the Czech Republic; 2 – from Great Britain; 1 accesson is from Serbia; and 1 - from Austria. Accessions combining high levels of expression of different traits are the most valuable. They include the following accessions: Doridnyi, Vodohrai, Sviatomykhailivskyi, Svarozhych, Soka, Іlot (UKR). Naked accessions include: Akhilles (UKR), Mayskiy, Oskar, Golozyornyy 1, Omskiy Golozyornyy 1 (RUS), CDC Alamo, CDC Candle (CAN). These varieties can be starting material for creation of new modern high-performance spring groats barley varieties. Ten valuable accessions registered with the NCPGRU (Sovіra, Doridnyi, Soka, Vodohrai, Partner, Yukatan, Avhii, Svarozhych, Baskak, and Virtuoz) were included in the trait groats collection. Conclusions. Basing on the results of multiyear studies, we formed the trait collection of spring groats barley comprising 140 accessions from 11 countries. The collection includes 55 reference accessions that cover 17 traits (plant height, vegetation period, ear length, grain weight per ear, 1000-grain weight, grain shape, grain evenness, vitreousness, culinary qualities of barley groats, etc.) characterized by 75 levels of their expression. The collection is of considerable value for science and education. The accessions selected allow improving the efficiency of breeding to create new varieties with high technological and culinary properties as well as with a set of valuable economic characteristics.

New Pyrrolo[1,2-b]pyridazine Derivatives by 1,3-Dipolar Cycloaddition of Mesoionic Oxazolopyridazinone

2008 ◽  
Vol 59 (11) ◽  
Author(s):  
Miron Teodor Caproiu ◽  
Florea Dumitrascu ◽  
Mino R. Caira
Keyword(s):  
Nmr Spectroscopy ◽  
Elemental Analysis ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Pyridazine Derivatives ◽  
New Compounds

New pyrrolo[1,2-b]pyridazine derivatives 8a-f were synthesized by 1,3-dipolar cycloaddition reaction between mesoionic 1,3-oxazolo[3,2-b]pyridazinium-2-oxides and diethyl or diisopropyl acetylenedicarboxylate as alkyne dipolarophiles. The structures of the new compounds were assigned by elemental analysis and NMR spectroscopy.

Recent advances on the synthesis of the antidepressant Paroxetine

2020 ◽  
Vol 27 ◽  
Author(s):  
Joana Santos ◽  
M. Fernanda Proença ◽  
Ana Joao Rodrigues ◽  
Patricia Patrício ◽  
H. Sofia Domingues
Keyword(s):  
Total Synthesis ◽  
Neurological Disorders ◽  
Serotonin Reuptake ◽  
Potent Inhibitor ◽  
Starting Material ◽  
Substitution Pattern ◽  
Biological Probes ◽  
Recent Advances ◽  
Treatment Of Depression ◽  
Made In

: Paroxetine is a potent inhibitor of serotonin reuptake and is widely prescribed for the treatment of depression and other neurological disorders. The synthesis of paroxetine and the possibility to prepare derivatives with a specific substitution pattern that may allow their use as biological probes, is an attractive topic especially for medicinal chemists engaged in neurosciences research. Considering the extensive work that was developed in the last decade on the total synthesis of paroxetine, this review summarizes the most important contributions in this field, organized according to the reagent that was used as starting material. Most of the methods allowed to prepare paroxetine in 4-9 steps with an overall yield of 9-66%. Despite the progress made in this area, there is still room for improvement, searching for new eco-friendly and sustainable synthetic alternatives.

(+)-3-Carene: Valuable Starting Material for Synthesis of Low-molecular Compounds with Olfactory Properties

2014 ◽  
Vol 18 (4) ◽  
pp. 446-458 ◽  
Author(s):  
Daniel Strub ◽  
Lucyna Balcerzak ◽  
Stanislaw Lochynski
Keyword(s):  
Starting Material ◽  
Molecular Compounds

Synthesis of 2-(Substituted-silyl)thiophene-3-carboxylates via a Facile [3+2] Cycloaddition Reaction Catalyzed by Potassium tert-Butoxide

2016 ◽  
Vol 13 (7) ◽  
pp. 467-473 ◽  
Author(s):  
Yi-Nan Cheng ◽  
Wen-Bo Jin ◽  
Li-Min Wang ◽  
Shu-Jun Sun ◽  
Gui-Ying Xie ◽  
...  
Keyword(s):  
Cycloaddition Reaction

Construction the A-B bicyclic ring structure of Stemocurtisisne

2020 ◽  
Vol 17 ◽  
Author(s):  
Duc Dau Xuan
Keyword(s):  
Glutamic Acid ◽  
Natural Product ◽  
Mannich Reaction ◽  
Boronic Acid ◽  
Ring Opening ◽  
Ring Structure ◽  
Starting Material ◽  
Epoxide Ring ◽  
Epoxide Ring Opening

: The synthesis of the A-B bicyclic ring structure 3 of the natural product Stemocurtisine is described. The synthesis was accomplished in seven synthetic steps from commercially available L-glutamic acid. The key step involved a borono-Mannich reaction between the hemiaminal 6 and trans-β-styryl boronic acid and trans-β-styrylpotassiumtrifluoroborate to prepare the cis diene 4. Attempts to prepare the A-B-C ring compound 2 via intramolecular epoxide ring opening followed by rearangement under different basic conditions were unsuccessful. Only unreactive starting material was recovered.

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