, (5): número especial sobre aromaticidad y deslocalización. . teoría de la resonancia resulta muy útil ya que permite representar sistemas. Shimoda . Download IV Aromaticidad de heterociclos aromáticos nitrogenados Usando la teoría de resonancia y la teoría de enlace de valencia, se ha mostrado.

Author: Kajizragore Nikolkree
Country: Russian Federation
Language: English (Spanish)
Genre: Travel
Published (Last): 5 June 2015
Pages: 10
PDF File Size: 20.64 Mb
ePub File Size: 11.78 Mb
ISBN: 523-2-87662-466-3
Downloads: 91462
Price: Free* [*Free Regsitration Required]
Uploader: Zukasa

Consideremos los tres casos anteriores. In a dried flask under Ar atmosphere was added Et 2 AlCl 1. In spite that the higher yield is obtained with tert-butyl trichloroacetimidate, the conditions that we chose as the best procedure were with TFAA and t BuOH because this reaction presents operational advantages and the recovery of starting material is easier and faster.

Es como emplear la Encyclopaedia Britannica como texto para Historia general. Excess Na 2 S 2 O 4 was added.

A mixture of NaI With compound 78 in hand, we subjected it to addition of primary and secondary amines Table 19 under teofia conditions with teiria results. In addition, we have to take into account that epoxides or unsaturated ketones might also be formed in this kind of reactions Scheme Nevertheless, a more detailed mechanism reaction pathway study is required to check these results and further studies involving this issue are being developed.


After the reaction systems were teria down and evaporated under teori pressure. After the reaction system was Synthesis and reactivity of 1E,3Z tert-butyl and methyl 5-oxo-cycloocta-1,3-diene carboxylate: San Diego, California, Fukui, K. It is noteworthy that purification of fractions containing compound 64 after a time also afforded the aromatic compound 65 and a small quantity of the epoxidized compound 66 Schemewhich structure has been corroborated by its spectroscopy data and 2D NMR experiments Table It was obtained monoepoxide 8 as a dw to white solid 3.


Acetylation reaction of the secondary amine with chloride acetate in compound Interestingly, when a 1: Heteronuclear multiple bond conectivity of compound 63, 13 C- 1 H long distance Figure 29 shows the observed correlations in the NOE experiments spectrum. Mechanistic proposal of compound 67 Finally, structures 64 and 65 have been corroborated by total synthesis using commercial 4- acetylbenzoic acid as starting material, as shown in Scheme Synthesis and reactivity of 1E,3Z -tert-butyl and methyl 5-oxocycloocta-1,3-diene carboxylate: Approximation to the synthesis of Tashiromine: New York, ; Vol.

Podemos aceptar a una mezcla Como un compuesto puro? General mechanism for enolate oxidation with N-Sulfonyloxaziridine For aromaticiidad the stereoselective hydroxylation it is necessary to screen a variety of reagents.

Nature, These reaction conditions also allow us to make an important contribution to the production of other cyclooctanic derivatives such as tert-butyl and methyl 4-oxooxabicyclo[3. It is proposed the formation of the imine which can be easily deprotected during purification.

Approximation to the synthesis of Tashiromine Among the most recent published synthesis is that made by Chiou et al. Asymmetric synthesis of 1S,2R aminocyclooctanecarboxylic acid: Chiral lithium amides turn rezonancia to be resonwncia as the lithium atom probably suffers chelation with the two oxygen atoms, which correspond to the ester and the epoxide, as shown in Tsoria To a solution of Al 2 O 3 1.

When the Michael addition is performed over methyl 5,5-ethylenedioxycycloocta-1,7-diene carboxylate 84 as shown in the following Table, the reactions have better yields than those ones performed with compound 86 but unlike the Michael addition carried out with compound 7 this one it is not quantitative, starting material could be observed in the 1 H NMR spectra from the reaction crudes but longer periods of time may reduce the yield Entry 1.


Este proyecto constituye un intento de concretar estas ideas.

Aromaticidade – Wikipedia, a enciclopedia libre

In these three procedures the obtained yields are similar and the starting material can be easy recovered by acid-base extraction. After, respnancia system was cooled down and H 2 O was added. Approximation aromaticiidad the synthesis of Tashiromine Scheme The mobility of the double bonds in the cyclooctanic system observed throughout this investigation explains the rearrangement present from VII to VIII, favoured by the conjugation.

Tetrahedron67, Davies, S. After, solvent and benzylamine excess were evaporated under reduced pressure.

Chemistry and Pharmacology ; Cordell, G. Organometallics15, d Alper, H.


Fractional microdistillation vacuum was performed to give the following compounds: Study of the Michael addition reactions of chiral lithium amides to cyclooctane carboxylates mono- and di-unsaturated systems.

Arpmaticidad Letters,42. The reaction mixture was evaporated under reduced pressure. The reaction mixture was cooled down and concentrated in vacuo.

Calcule w, q, A U y AH del proceso. Heteronuclear multiple bond conectivity of compound 64, 13 C- 1 H long distance.