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737 results

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Page 1
Recent advances in catalytic asymmetric aza-Cope rearrangement.
Wei L, Wang CJ. Wei L, et al. Chem Commun (Camb). 2021 Oct 12;57(81):10469-10483. doi: 10.1039/d1cc04387k. Chem Commun (Camb). 2021. PMID: 34550132 Review.
Aza-Cope rearrangement, as one of the fundamental reactions for C-C and C-N bond formation, has been extensively utilized for the rapid construction of synthetically challenging organic molecules. Despite significant achievements having been made in the past 80 year …
Aza-Cope rearrangement, as one of the fundamental reactions for C-C and C-N bond formation, has been extensively utilized for …
Gold-Catalyzed Arylative Cope Rearrangement.
Paroi B, Pegu C, Mane MV, Patil NT. Paroi B, et al. Angew Chem Int Ed Engl. 2024 Aug 12;63(33):e202406936. doi: 10.1002/anie.202406936. Epub 2024 Jun 30. Angew Chem Int Ed Engl. 2024. PMID: 38769939
Cope rearrangements have garnered significant attention owing to their ability to undergo structural reorganization in stereoselective manner. While substantial advances have been achieved over decades, these rearrangements remained applicable exclusively to …
Cope rearrangements have garnered significant attention owing to their ability to undergo structural reorganization in stereos …
Cope Rearrangement of 1-Acyl-2-vinylcyclopropanes to Cyclohept-4-Enones.
Wei Y, Wang G, Zhang Z, Li M, Ma N, Wu H, Zhang G. Wei Y, et al. J Org Chem. 2024 Jan 19;89(2):1127-1139. doi: 10.1021/acs.joc.3c02319. Epub 2024 Jan 2. J Org Chem. 2024. PMID: 38166204
An efficient and convenient NaH-mediated Cope Rearrangement of doubly activated vinylcyclopropanes is reported for the synthesis of cyclohepten-4-ones. ...
An efficient and convenient NaH-mediated Cope Rearrangement of doubly activated vinylcyclopropanes is reported for the synthes …
Aromatic Cope rearrangements.
Tomiczek BM, Grenning AJ. Tomiczek BM, et al. Org Biomol Chem. 2021 Mar 21;19(11):2385-2398. doi: 10.1039/d1ob00094b. Epub 2021 Mar 2. Org Biomol Chem. 2021. PMID: 33651064 Free PMC article. Review.
Reviewed herein is the aromatic Cope rearrangement, a Cope rearrangement where one (or both) of the alkenes of the 1,5-diene are part of a greater aromatic system. While the Cope rearrangement of 1,5-dienes has seen wide utility, variatio …
Reviewed herein is the aromatic Cope rearrangement, a Cope rearrangement where one (or both) of the alkenes of t …
Asymmetric Catalytic Formal 1,4-Allylation of beta,gamma-Unsaturated alpha-Ketoesters: Allylboration/Oxy-Cope Rearrangement.
Tang Q, Fu K, Ruan P, Dong S, Su Z, Liu X, Feng X. Tang Q, et al. Angew Chem Int Ed Engl. 2019 Aug 19;58(34):11846-11851. doi: 10.1002/anie.201905533. Epub 2019 Jul 12. Angew Chem Int Ed Engl. 2019. PMID: 31237402 Review.
The isolation of 1,2-allylboration products provided insight into the mechanism of the subsequent oxy-Cope rearrangement reaction: substrate-induced chiral transfer and a chiral Lewis acid accelerated process. Based on the experimental investigations and DFT calcula …
The isolation of 1,2-allylboration products provided insight into the mechanism of the subsequent oxy-Cope rearrangement react …
Stereospecific 3-Aza-Cope Rearrangement Interrupted Asymmetric Allylic Substitution-Isomerization.
Zhuang HF, Gu J, Ye Z, He Y. Zhuang HF, et al. Angew Chem Int Ed Engl. 2025 Feb 10;64(7):e202418951. doi: 10.1002/anie.202418951. Epub 2024 Nov 14. Angew Chem Int Ed Engl. 2025. PMID: 39417348
Herein we report a stereospecific 3-aza-Cope rearrangement interrupted asymmetric allylic substitution-isomerization (Int-AASI) that enables asymmetric allylic arylation. ...Experimental studies support a mechanism involving a cascade of asymmetric allylic amination …
Herein we report a stereospecific 3-aza-Cope rearrangement interrupted asymmetric allylic substitution-isomerization (Int-AASI …
1,5-Allyl Shift by a Sequential Achmatowicz/Oxonia-Cope/Retro-Achmatowicz Rearrangement.
Zhang X, Tong Y, Li G, Zhao H, Chen G, Yao H, Tong R. Zhang X, et al. Angew Chem Int Ed Engl. 2022 Aug 8;61(32):e202205919. doi: 10.1002/anie.202205919. Epub 2022 Jun 24. Angew Chem Int Ed Engl. 2022. PMID: 35670657
1,3-Allyl and 1,2-allyl shifts through [3,3]- and [2,3]-sigmatropic rearrangements are well-established and widely used in organic synthesis. In contrast, 1,5-allyl shift through related [3,5]-sigmatropic rearrangement is unknown because [3,5]-sigmatropic rearran …
1,3-Allyl and 1,2-allyl shifts through [3,3]- and [2,3]-sigmatropic rearrangements are well-established and widely used in organic sy …
An Organocatalytic Cope Rearrangement.
Kaldre D, Gleason JL. Kaldre D, et al. Angew Chem Int Ed Engl. 2016 Sep 12;55(38):11557-61. doi: 10.1002/anie.201606480. Epub 2016 Aug 16. Angew Chem Int Ed Engl. 2016. PMID: 27529777
The first example of an organocatalytic Cope rearrangement is reported. Acyclic and cyclic acyl hydrazides catalyze the rearrangement of 1,5-hexadiene-2-carboxaldehydes via iminium ion formation. ...Diazepane carboxylate 5 c (10 mol %) catalyzed the rearra …
The first example of an organocatalytic Cope rearrangement is reported. Acyclic and cyclic acyl hydrazides catalyze the rea …
Manipulating Reaction Energy Coordinate Landscape of Mechanochemical Diaza-Cope Rearrangement.
Cheng T, Ma W, Luo H, Ye Y, Yan K. Cheng T, et al. Molecules. 2022 Apr 15;27(8):2570. doi: 10.3390/molecules27082570. Molecules. 2022. PMID: 35458767 Free PMC article.
As part of our program aiming to develop chemical processes with reduced carbon footprints, we recently reported a highly practical and environmentally-friendly synthetic route to chiral vicinal diamines by solvent-free mechanochemical diaza-Cope rearrangement. We h …
As part of our program aiming to develop chemical processes with reduced carbon footprints, we recently reported a highly practical and envi …
Anionic Amino-Cope Rearrangement Cascade Synthesis of 2,4-Substituted Benzoate Esters from Acyclic Building Blocks.
Qureshi MH, Njardarson JT. Qureshi MH, et al. Org Lett. 2022 Nov 4;24(43):7978-7982. doi: 10.1021/acs.orglett.2c03134. Epub 2022 Oct 21. Org Lett. 2022. PMID: 36268999
Dienolate formation triggers a Mannich addition followed by an amino-Cope like rearrangement, which results in immediate elimination of fluoride by a lithiated enamine. ...
Dienolate formation triggers a Mannich addition followed by an amino-Cope like rearrangement, which results in immediate elimi …
737 results