Ring-rearrangement metathesis of nitroso diels-alder cycloadduct

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Ring-rearrangement metathesis of nitroso Diels-Alder cycloadducts.

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Chemical and Pharmaceutical Bulletin. Journal home Advance online publication Journal issue Featured articles About the journal. Lythraceous Alkaloids. Alkaloids of Lagerstroemia subcostata and L.

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Keywords: Lagerstroemia fauriei. Published: August 25, received: February 27, Released: March 31, accepted: - [Advance Publication] Released: - corrected: -. Russell, Andrew D. Smith, James E.

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Thomson, Oliver M. Tetrahedron , 67 51 , Tetrahedron , 67 33 , Angewandte Chemie , 6 , Angewandte Chemie International Edition , 50 6 , Jean-Christophe M. Monbaliu, Kurt G. Masschelein, Christian V. Electron-deficient 1- and 2-azabuta-1,3-dienes: a comprehensive survey of their synthesis and reactivity.

Chemical Society Reviews , 40 9 , Toshio Honda. Chemistry - A European Journal , 16 43 , Synthese und biologische Evaluierung von Iriomoteolid-3a und seinen Analoga. Angewandte Chemie , 46 , Angewandte Chemie International Edition , 48 46 , Rathna Durga R. Manian, Jayadevan Jayashankaran, Raghavachary Raghunathan. Tetrahedron Letters , 48 23 , Domingo, Arie Aizman, R. Chapter 9 The electrophilicity index in organic chemistry. Journal of Theoretical and Computational Chemistry , 05 04 , Tetrahedron Letters , 46 31 , Indolizidine and quinolizidine alkaloids.

Natural Product Reports , 22 5 , Craig R. Berry, Richard P. Tetrahedron , 60 35 , Synthetic Communications , 33 21 , Tetrahedron Letters , 43 40 , A density functional theory study for the Diels—Alder reaction between N-acylaza-1,3-butadienes and vinylamines. Lewis acid catalyst and solvent effects. Tetrahedron , 58 19 , Roger Bolton. Methallyl Iodide. Mohammad Behforouz, Mohammad Ahmadian.

Diels—Alder Reactions of 1-Azadienes. Tetrahedron , 56 30 , Tetrahedron Letters , 41 22 , Chemistry - A European Journal , 3 3 , Diels-Alder reactions of N-silyloxy 1-azadienes. Tetrahedron Letters , 38 13 , Lutz F. Tietze, Georg Kettschau. Hetero Diels-Alder reactions in organic chemistry.

Elizabeth Malamidou-Xenikaki, Xenophon N.

The Journal of organic chemistry

Stampelos, Theodore A. Charalambis, Catherine C. Generation of nitrones from the O-H oximes. Tetrahedron , 53 2 , Raymond C. Jones, John S. Snaith, Michael W. Anderson, Mark J. Condensation reactions of 4,5-dihydroimidazoles: Preparation and conjugate additions of 2-alkenyl-4,5-dihydroimidazoles. Tetrahedron , 53 3 , Volume 8 References. Ferreri, M. Ambrosone, C. Synthetic Communications , 25 21 , Jens-Peter Moldenhauer, Manfred H.

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    Liebigs Annalen , 6 , Lukevits, O. Furan derivatives of group I elements review. Chemistry of Heterocyclic Compounds , 31 4 , Jonathan M. Acid Halides. References to Volume 5. Journal of the Chinese Chemical Society , 41 6 , Chemische Berichte , 11 , The chemistry of acetylcyclopropane. Russian Chemical Reviews , 62 4 , Duncan Batty, Yves Langlois.

    Unexpected addition and cycloaddition products from the reaction of 2-Alkenyl-4H-1,3,4-oxadiazines with dienophiles and dienes.. Scheme RRM approach to tricyclic spirosystem. The required building block a has been synthesized from enone via a RRM protocol. Scheme RRM approach to bicyclic building block a.

    To this end, the required key building block, the bicyclo[3. Later, enone was treated with catalyst 1 under ethylene 24 atmosphere to deliver the required bicyclo[3. Further, it was used to prepare the required enone Scheme RRM protocol to bicyclic enone. In , Funel and Prunet have disclosed the synthesis of fused tricyclic systems by employing a RRM protocol [29]. For example, the bicyclic system was treated with catalyst 2 to generate the rearranged tricyclic system Scheme RRM protocol toward the synthesis of the tricyclic system In this context, enones, such as a and b were assembled easily from dicyclopentadiene derivative Later, these componds were subjected to a RRM to generate the tricyclic enones a and b , respectively.

    Scheme RRM approach toward the synthesis of the tricyclic enones a and b. Along similar lines, the oxa analog was obtained by RRM of using catalyst 1 under ethylene 24 atmosphere. Scheme Synthesis of tricyclic and tetracyclic systems via RRM protocol.

    The key building blocks such as and were prepared from a readily available DA adduct derived from cyclopentadiene and 1,4-benzoquinone. The diol was produced by reduction of in an efficient manner. To this end, the bis- O -allylated compound was prepared by an allylation sequence using allyl bromide 37 in the presence of NaH starting with the diol , whereas compound was derived via bis- O -propargylation of compound using propargyl bromide under similar reaction conditions. Scheme RRM protocol towards the synthesis of tetracyclic systems.


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    Banti and co-workers have described a RRM with catalysts 1 and 2 by using an aminopropargylated norbornene system as a starting material [19]. In this reaction, three possible products were observed by employing either catalyst 1 or 2. Table 1: RRM of propargylamino derivative. Scheme RRM of the propargylamino[2. Recently, Kotha and Gunta have reported a RRM to generate various polycyclic compounds using catalysts 1 and 2 [32]. The tetraallyl derivative, prepared from by an allylation protocol, was subjected to a RRM sequence in the presence of the catalyst 1 to produce propellane derivative containing an oxa-bowl moiety.

    Scheme RRM of highly decorated bicyclo[2. Along similar lines, Kotha and co-workers [34] prepared N -allylated compounds and subjected them to a RRM to produce the tricyclic aza compound in an excellent yield. The required synthone was prepared by employing a Beckman rearrangement followed by a N -allylation sequence.