Ma Elena Meza-Aviña, Mario Ordoñez, Mario Fernández-Zertuche, Lourdes Rodríguez-Fragoso, Jorge Reyes-Esparza, Abril A. Martínez de los Ríos-Corsino. Synthesis of Polysubstituted Quinolines from the Acetates of Baylis-Hillman Adducts: Aza-Claisen Rearrangement as the Key Step. The allyl group must first undergo a Cope Rearrangement to the para-position before tautomerization is possible. Po-Yuan Chen, Hsing-Ming Chen, Liang-Yeu Chen, Jing-Yu Tzeng, Jui-Chi Tsai, Ping-Cheng Chi, Sie-Rong Li, Eng-Chi Wang. These include the effect of solvent on the rate of the … Click the structures and reaction arrows in sequence to view the 3D models and animations respectively. Cristina Nevado, Antonio M. Echavarren. N
NBO and NICS analysis of the allylic rearrangements (the Cope and 3-aza-Cope rearrangements) of hexa-1,5-diene and N-vinylprop-2-en-1-amine: A DFT study. Glória, Mário J.S. Kenshu Fujiwara, Akiyoshi Goto, Daisuke Sato, Hidetoshi Kawai, Takanori Suzuki. Pd(II)-catalyzed aliphatic Claisen rearrangements of acyclic allyl vinyl ethers. Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes. Aliphatic and Aromatic Claisen Rearrangement. The Cope Rearrangement is the thermal isomerization of a 1,5-diene leading to a regioisomeric 1,5-diene. Seung-Mann Paek, Nam-Jung Kim, Dongyun Shin, Jae-Kyung Jung, Jong-Wha Jung, Dong-Jo Chang, Hyunyoung Moon, Young-Ger Suh. Stereoselective synthesis of cis- and trans-2,3-disubstituted eight-membered medium-ring ethers based on Ireland–Claisen rearrangement of 3-alkoxy-2-propenyl glycolate esters and ring-closing olefin metathesis. Silylcupration and Copper-Catalyzed Carbomagnesiation of Ynamides: Application to Aza-Claisen Rearrangement. These cookies do not store any personal information. Seiichi Inoue, Riyoung Kim, Yujiro Hoshino, Kiyoshi Honda. Stewart. Shital K. Chattopadhyay, Shankar P. Roy, Debalina Ghosh, Gautam Biswas. Your Mendeley pairing has expired. Cycloaddition Reaction of 2-Vinylazetidines with Benzyne: A Facile Access to 1-Benzazocine Derivatives. Keisuke Suzuki, Tetsuya Nagasawa, Louis Barriault, Steve Arns. Bulletin of the Chemical Society of Japan. We also use third-party cookies that help us analyze and understand how you use this website. A quantitative structure–reactivity relationship in decarboxylative Claisen rearrangement reactions of allylic tosylmalonate esters. Francesca Quartieri, Laura Elisabetta Mesiano, Daniela Borghi, Viviana Desperati, Cesare Gennari, Gianluca Papeo. Neil P. Grimster, Donna A.A. Wilton, Louis K.M. Ying-chuan Qin, Craig. Dipakranjan Mal, Pallab Pahari, Bidyut K. Senapati. Ayse Batova, Thanh Lam, Veit Wascholowski, Alice L. Yu, Athanassios Giannis, Emmanuel A. Theodorakis. L.I. Donald Craig, N. Paul King, David M. Mountford. Oliver Kreye, Lena Charlotte Over, Tobias Nitsche, Ralph Z. Lange, Michael A.R. Transformations of
Roberto Fernández de la Pradilla, Carlos Montero, Mariola Tortosa, Alma Viso. A Mild and Efficient Stereoselective Synthesis of (Z)- and (E)-Allyl Sulfides and Potent Antifungal Agent, (Z)-3-(4-Methoxybenzylidene)thiochroman-4-one from Morita–Baylis–Hillman Acetates. Willem A.L. ortho
Tell us how we can improve this page (in your own language if you prefer)? Regioselectivity of the Claisen Rearrangement in meta-Allyloxy Aryl Ketones: An Experimental and Computational Study, and Application in the Synthesis of (R)-(−)-Pestalotheol D. Hadi Poerwono, Shigeru Sasaki, Yoshiyuki Hattori, Kimio Higashiyama. K.C. Stereochemistry of terpene derivatives. Total Synthesis of (+)- and (-)-Galanthamine. By continuing you agree to the use of cookies. Please reconnect. E. Stivala, Armen Zakarian. Albert Moyano, Niama El-Hamdouni, Ahmed Atlamsani. Herein, we report an unprecedented aromatic aza-Claisen rearrangement of arylpropargylammonium salts, generated in … Ehsan Zahedi, Safa Ali-Asgari, Vahid Keley. Krishna C. Majumdar, Safiul Alam, Buddhadeb Chattopadhyay. Frank Tranel, Roland Fröhlich, Günter Haufe. Stereoselective Functionalization of Dihydropyran-3-ols: Application to the Synthesis of Enantiopure Ethyl Deoxymonate B. Oliver B. Locos, Katja Dahms, Mathias O. Senge. The first diastereoselective synthesis of cinerins A–C, PAF-antagonistic macrophyllin-type bicyclo[3.2.1]octane neolignans, using a novel Pd-catalysed oxyarylation. Highly regioselective decarboxylative Claisen rearrangement reactions of diallyl 2-sulfonylmalonates. The development of a highly enantioselective aromatic Claisen rearrangement was achieved by the reaction of catechol mono allylic ethers with the chiral boron reagent. Enantioselective formal total synthesis of aplysin utilizing a palladium-catalyzed addition of an arylboronic acid to an allenic alcohol—Eschenmoser/Claisen rearrangement. A novel approach to fused 1,2,4-triazines by intramolecular cyclization of 1,2-diaza-1,3-butadienes bearing allyl(propargyl)sulfanyl and cyclic tert-amino groups. https://doi.org/10.1021/acs.orglett.0c02157, https://doi.org/10.1021/acs.organomet.9b00660, https://doi.org/10.1021/acs.jmedchem.8b01012, https://doi.org/10.1002/9781118754887.ch18, https://doi.org/10.1016/j.tet.2014.11.053, https://doi.org/10.1016/j.tet.2014.05.057, https://doi.org/10.1016/j.bmcl.2012.05.016, https://doi.org/10.1016/j.comptc.2011.08.022, https://doi.org/10.1016/j.comptc.2011.07.018, https://doi.org/10.1002/9780470638859.conrr144, https://doi.org/10.1016/j.bmcl.2010.02.068, https://doi.org/10.1016/j.tet.2007.02.033, https://doi.org/10.1016/j.jorganchem.2006.05.059, https://doi.org/10.1016/j.tetlet.2005.09.028, https://doi.org/10.1016/j.tet.2005.08.020, https://doi.org/10.1016/j.tet.2005.05.090, https://doi.org/10.1016/j.tetlet.2005.01.036, https://doi.org/10.1016/B0-08-044655-8/00018-0. The Oxy-Cope has a hydroxyl substituent on an sp 3-hybridized carbon of the starting isomer. Resolving the mechanistic origins of E/Z-selectivity differences for the ortho-aryl-Claisen [3,3]-sigmatropic rearrangement through DFT calculations. James R. Vyvyan, Heidi E. Dimmitt, Jennifer K. Griffith, Laura D. Steffens, Rebecca A. Swanson. ChemTube3D by Nick Greeves is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License. Reactivity of 1-Phenoxy-2,7-octadiene under Metathesis Conditions. Gram-scale synthesis of anti-pancreatic flavonoids (±)-8-[1-(4′-hydroxy-3′-methoxyphenyl)prop-2-en-1-yl]-chrysin and -galangin. Majumdar, B. Sinha, B. Chattopadhyay, K. Ray. Structure–Activity Relationships and Docking Studies of Hydroxychavicol and Its Analogs as Xanthine Oxidase Inhibitors. Elizabeth H. Krenske, Jed M. Burns, Ross P. McGeary. Donald Craig, Kiyohiko Funai, Sophie J. Gore, Albert Kang, Alexander V. W. Mayweg. Sulfur Participation in [3,3]-Sigmatropic Rearrangements. Scott S. Ceglia, Michael H. Kress, Todd D. Nelson, James M. McNamara. Cupric chloride promoted regioselective C-allylation of enaminones. Acyclic Stereocontrol in the Ireland–Claisen Rearrangement of α-Branched Esters. The cyclic transition state of the Claisen rearrangement is key for understanding a number of phenomena. William R. Collins, Wiktor Lewandowski, Ezequiel Schmois, Joseph Walish, Timothy M. Swager. the Altmetric Attention Score and how the score is calculated. Viviana Valerio, Claire Madelaine, Nuno Maulide. The first step in the reaction is a pericyclic [3,3]-sigmatropic rearrangement, which happens through a chair-like transition state. Philipp Buchgraber, Thomas N. Snaddon, Conny Wirtz, Richard Mynott, Richard Goddard, Alois Fürstner.