, (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: Malazahn Gogrel
Country: Moldova, Republic of
Language: English (Spanish)
Genre: Literature
Published (Last): 11 March 2012
Pages: 40
PDF File Size: 7.56 Mb
ePub File Size: 2.36 Mb
ISBN: 128-4-11141-437-3
Downloads: 24138
Price: Free* [*Free Regsitration Required]
Uploader: Vudoll

Excess Na 2 S 2 O 4 was added. Retrosynthetic analysis of Anatoxin-a As it can be observed in Schemethe key step in the synthesis of Anatoxin-a is the formation of the intermediate III where the stereogenic centers have to be generated. The 2D NMR experiments Table 31 led us to establish its structure and the complete assignment of its spectroscopy data. Se destila y se almacena con CaCl 2. In all of them, it was obtained the unsaturated tert-butyl esters 6 and 7, respectively, as a 1: Thus, this is a photochemically allowed reaction Scheme The 1 H NMR spectrum of the crude showed recovery of starting material.

The last one and most recent is the total synthesis of – -Tashiromina. Figure 28 shows the most relevant connectivities observed.

Tetrahedron,48, Schultz, A. Under the same conditions, treatment with – – 2S,8aR -D camphorsulfonyl oxaziridine in situ, provides the results shown in Schemeunlike the previous experiment the presence of byproducts precluded an accurate assessment.


This route gave poor yield, especially in the opening of the epoxide even when we tried with different Lewis acid catalysts. Intramolecular rearrangement at C a Grossman, R.

Nevertheless, a more detailed mechanism reaction pathway study is required to check these results and further studies involving this issue are being developed. The combined organic extracts were dried over Na 2 SO 4 and concentrated in vacuo. Following previous procedure, compound 56 mg, 0. Asymmetry10, Urones, Resonncia.


This aldehyde through a spontaneous intramolecular cyclization leads to the formation of the hemiamidal XVI. The electrons move around in teooria circle, all bonds are made and broken simultaneously and an no intermediates intervene. MestreJ was employed in this measure Table 4 and 5 Jorgensen, W.

The obtention of the alcohol 67 by aromaticisad of DBU is possibly due to the hydride extrusion in the aromatization of the original anion formed under basic treatment Schemeor alternatively, the hydride could attack the ketone straight intramolecularly after deprotonation and aromatization. Inhibidores de proteasas con cisteina.


Domino reaction in the obtention of indolizidine type alkaloids The bicyclization process is initiated by Rh-catalyzed hydroformylation of amide XIV, affording exclusively linear aldehyde XV as the major product.

The reaction mixture was quenched with 10 ml of Na 2 S 2 O 3 sat. The 2D NMR experiments led us to corroborate its structure and the complete assignment of the signals Table The study of its reactivity by direct addition of the chiral lithium amide R -C with no results and the addition of different kind of tekria which has opened the door to a new and interesting research pathway, bring us back to the point of trying new routes.

In 6 and arokaticidad, the disposition of both endocyclic Z double bonds is non planar, otherwise the steric tension of the ring would be too much higher.

The structure shown in Scheme was corroborated via X-Ray spectroscopy for compound 62 Fig. Hydrolysis reaction of the mixture 1: For optimization of the reaction and study of the reaction products, this reaction was carried out separately for every ester.

The reaction was quenched by addition of NH 4 Cl sat. Perkin Trans 1,b Kozikowski, B. Epoxidation reaction of compound 6: The crude was extracted with Et 2 O 3 x aomaticidad and the aqueous phase was treated with HCl c.


After, solvent and benzylamine excess were evaporated under reduced pressure. New York, ; Chapter Davis, F. The 1 H NMR spectrum of the crude 12 mg showed recovery of starting material Reactivity of 2-trimethylsiloxi-cyclooctaenecarbonitrile 3: In these three procedures the obtained yields are similar and the starting material can be easy recovered by acid-base extraction.

It is reasonable to think, that under the reaction conditions compound 75 and 76 have the same intermediate precursor XIyielded by dehydrohalogenation reaction of 73 as shown in Scheme. Helvetica Chimica ActaVol. Asymmetry8, Urones, J. Mechanism of formation compound. Approximation to the synthesis of Tashiromine: Dehydrohalogenation reaction of compound 75 at 70 C The espectroscopy analysis of compound 76 led us to deduce that the estructure corresponds to a bicycle [5.

Addition of resojancia acid: Furthermore, no signals of the double bond of the cyclooctadiene ring are observed. Unfortunately the reaction product was not yielded perhaps because of steric factors. Due to the low quantity of the protected product it could not be characterized. After the addition of the unsaturated compound, the reaction was stirred at C for 2. The reaction system was stirred at C for 31 hours. It was obtained compound 9 0.

The reaction system was stirred at r. The reaction system was stirred at C for 5.


The synthesis of tert-butyl cycloocta-1,3 and 1,7-dienecarboxylate, 6 and 7 respectively, were previously described. The starting materials were dissolved in EtOH and benzylamine was added.

Analysis of the 1 H NMR spectra from the crudes did not