Ring-rearrangement metathesis of nitroso Diels-Alder cycloadducts.
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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.
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Elizabeth Malamidou-Xenikaki, Xenophon N.
The Journal of organic chemistry
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Unsaturated hetero chains, IV. Synthesis, structure, and protonation of 1-oxaazahexatrienes.
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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 . 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 . 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 . 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  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.