Academic literature on the topic 'Piancatelli'
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Journal articles on the topic "Piancatelli"
Cai, Yunfei, Sishi Zhong, and Lei Xu. "Recent Advances on Piancatelli Reactions and Related Cascade Processes." Synthesis 54, no. 03 (November 15, 2021): 589–99. http://dx.doi.org/10.1055/s-0041-1737125.
Full textZheng, Wen-Hua, Wu-Bang Tang, Kou-Sen Cao, and Shan-Shui Meng. "Boronic Acid Catalysis for Aza-Piancatelli Rearrangement." Synthesis 49, no. 16 (June 20, 2017): 3670–75. http://dx.doi.org/10.1055/s-0036-1589040.
Full textSchober, Lukas, Makoto Sako, Shinobu Takizawa, Harald Gröger, and Hiroaki Sasai. "Catalytic and enantioselective oxa-Piancatelli reaction using a chiral vanadium complex." Chemical Communications 56, no. 70 (2020): 10151–54. http://dx.doi.org/10.1039/d0cc02621b.
Full textPatil, Nitin, and Amol Gade. "Catalytic Enantioselective Aza-Piancatelli Rearrangement." Synlett 28, no. 09 (February 13, 2017): 1096–100. http://dx.doi.org/10.1055/s-0036-1558952.
Full textLi, Huilin, Rongbiao Tong, and Jianwei Sun. "Catalytic Enantioselective Aza-Piancatelli Rearrangement." Angewandte Chemie International Edition 55, no. 48 (October 27, 2016): 15125–28. http://dx.doi.org/10.1002/anie.201607714.
Full textLi, Huilin, Rongbiao Tong, and Jianwei Sun. "Catalytic Enantioselective Aza-Piancatelli Rearrangement." Angewandte Chemie 128, no. 48 (October 27, 2016): 15349–52. http://dx.doi.org/10.1002/ange.201607714.
Full textVerrier, Charlie, Sylvie Moebs-Sanchez, Yves Queneau, and Florence Popowycz. "The Piancatelli reaction and its variants: recent applications to high added-value chemicals and biomass valorization." Organic & Biomolecular Chemistry 16, no. 5 (2018): 676–87. http://dx.doi.org/10.1039/c7ob02962d.
Full textVeits, Gesine K., Donald R. Wenz, Leoni I. Palmer, André H. St. Amant, Jason E. Hein, and Javier Read de Alaniz. "Cascade rearrangement of furylcarbinols with hydroxylamines: practical access to densely functionalized cyclopentane derivatives." Organic & Biomolecular Chemistry 13, no. 31 (2015): 8465–69. http://dx.doi.org/10.1039/c5ob00944h.
Full textShen, Bin, Qianwen He, Shunxi Dong, Xiaohua Liu, and Xiaoming Feng. "A chiral cobalt(ii) complex catalyzed enantioselective aza-Piancatelli rearrangement/Diels–Alder cascade reaction." Chemical Science 11, no. 15 (2020): 3862–67. http://dx.doi.org/10.1039/d0sc00542h.
Full textMarin, Lucile, Soufyan Jerhaoui, Emilie Kolodziej, Régis Guillot, Vincent Gandon, Françoise Colobert, Emmanuelle Schulz, Joanna Wencel‐Delord, and David Lebœuf. "Sulfoxide‐Controlled Stereoselective Aza‐Piancatelli Reaction." Advanced Synthesis & Catalysis 363, no. 17 (July 29, 2021): 4277–82. http://dx.doi.org/10.1002/adsc.202100848.
Full textDissertations / Theses on the topic "Piancatelli"
Vömel, Lukas Theodor [Verfasser], Marcel [Akademischer Betreuer] Liauw, and Walter [Akademischer Betreuer] Leitner. "Die Kinetik der Piancatelli-Umlagerung / Lukas Theodor Vömel ; Marcel Liauw, Walter Leitner." Aachen : Universitätsbibliothek der RWTH Aachen, 2019. http://d-nb.info/119036087X/34.
Full textMarin, Lucile. "Réaction d’aza-Piancatelli : nouvelles applications, version diastéréosélective et utilisation en synthèse totale." Thesis, Université Paris-Saclay (ComUE), 2018. http://www.theses.fr/2018SACLS206.
Full textDue to their various functionalizable sites, cyclopentenones are very useful intermediates for the synthesis of natural products of therapeutic value. In particular, 4-aminocyclopentenones enable the access to the aminocyclopentitol frameworks, which are present in a variety of bioactive molecules such as peramivir, pactamycin, or trehazolin. One of the most efficient methods to access 4-aminocyclopentenones is the aza-Piancatelli reaction. It is based on the rearrangement of 2-furylcarbinols in the presence of a nitrogen nucleophile following a mechanism involving a 4π-conrotatory electrocyclization. In our laboratory, a simple catalytic system using a calcium complex combined with an ammonium salt was developed to gain access to these compounds. This method has many advantages : it is effective (yields up to 98%), fast (15 to 30 minutes), it requires only 1 mol% of catalyst under pratical conditions (undistilled solvents without an inert atmosphere) on a large scale (multi-gram). In this context, we sought to extend the scope of this reaction by designing more complex 2-furylcarbinols in order to directly access skeletons of bioactive compounds. In particular, we focused on the total synthesis of jogyamycin. In addition, we achieved the total synthesis of bruceollin D with an overall yield of 16% over five steps. We also developed a new reaction sequence involving an aza-Piancatelli reaction followed by a hydroamination reaction promoted by a copper salt. This sequence provides a wide range of highly functionalized cyclopenta[b]pyrroles from readily-available 2-furylcarbinols substituted by an alkyne moiety. Following this method, 42 cyclopenta[b]pyrroles were obtained with yields up to 98%. An original feature of this transformation is related to the use of ortho-substituted anilines. Indeed, in this case, atropisomers with a diastereomeric excess superior to 20:1 could be obtained accompanied by the creation of an chiral N-C axis during the hydroamination step. To date, no other example of atropodiastereoselective synthesis of cyclopenta[b]pyrroles has been reported. During our investigations on the scope of the reaction, we noticed that cyclopenta[b]pyrroles underwent a rearrangement into cyclopenta[b]pyrrolines, following a dearomatization when hexafluoroisopropanol was used as solvent. This transformation led to 13 cyclopenta[b]pyrrolines with yields ranging from 44% to 73%. We also investigated the functionalization of the cyclopenta[b]pyrrole motif to illustrate the synthetic utility of our methodology, notably by combining this reaction sequence with a Friedel-Crafts reaction. One of the objectives of this Ph.D. was the development of an enantioselective version of the reaction. After the recent publication of three papers using chiral phosphoric acids as catalysts, we devised another approach for the asymmetric synthesis of 4-aminocyclopentenones, relying on the use of a chiral auxiliary (chiral sulfoxide) in collaboration with Dr. Wencel-Delord and Pr. Colobert (University of Strasbourg). Thus, we were able to provide the corresponding 4-aminocyclopentenones with excellent yields and diastereoselectivity
Werner, Emilie. "Catalysis at the origin of life and catalysis today, a 3.8-billion-year jump." Electronic Thesis or Diss., Strasbourg, 2024. https://publication-theses.unistra.fr/public/theses_doctorat/2024/Werner_Emilie_2024_ED222.pdf.
Full textCatalysis enables selective and enhanced reactivity and is harnessed in both synthetic chemistry and biology. This thesis will discuss this concept at two different time points. Firstly, the chemical processes at the origins of life will be studied through two types of non-enzymatic catalysis: rare metal catalysis and metal/coenzyme cocatalysis. The latter is thought to be a product of evolution to become independent from rare environments and enable prebiotic chemistry to spread to more common media. Secondly, modern metal catalysis will be examined. A new aza-variant of the Piancatelli rearrangement will be described with sulfoximine nucleophiles, giving direct access to unprecedented 4-sulfoximinocyclopentenone scaffolds in good yields. These structures hold promises for applications in drug discovery
Book chapters on the topic "Piancatelli"
Taber, Douglass F. "Other Methods for Carbocyclic Construction: The Porco Synthesis of (-)-Hyperibone K." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0081.
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