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Page 1
Unusually Chemoselective Photocyclization of 2-(Hydroxyimino)aldehydes to Cyclobutanol Oximes: Synthetic, Stereochemical, and Mechanistic Aspects.
Di Sabato A, D'Acunzo F, Filippini D, Vetica F, Brasiello A, Corinti D, Bodo E, Michenzi C, Panzetta E, Gentili P. Di Sabato A, et al. J Org Chem. 2022 Nov 4;87(21):13803-13818. doi: 10.1021/acs.joc.2c01503. Epub 2022 Oct 5. J Org Chem. 2022. PMID: 36198009 Free PMC article.
The synthetic methodology is generally applicable to a series of HIAs, affording the corresponding cyclobutanol oximes (CBOs) chemoselectively (i.e., without sizable fragmentation side-reactions), diastereoselectively (up to >99:1), and in good to excellent yields (up t …
The synthetic methodology is generally applicable to a series of HIAs, affording the corresponding cyclobutanol oximes (CBOs) chemose …
Alkylation-Terminated Catellani Reactions by Cyclobutanol C-C Cleavage.
Wang CT, Li M, Ding YN, Wei WX, Zhang Z, Gou XY, Jiao RQ, Wen YT, Liang YM. Wang CT, et al. Org Lett. 2021 Feb 5;23(3):786-791. doi: 10.1021/acs.orglett.0c04018. Epub 2021 Jan 19. Org Lett. 2021. PMID: 33464916
This report describes the first application of a cyclobutanol ring-opening procedure in the Catellani termination reaction, which includes two beta-carbon elimination processes. ...
This report describes the first application of a cyclobutanol ring-opening procedure in the Catellani termination reaction, which inc …
Transition-Metal-Free Access to Heteroaromatic-Fused 4-Tetralones by the Oxidative Ring Expansion of the Cyclobutanol Moiety.
Natho P, Allen LAT, White AJP, Parsons PJ. Natho P, et al. J Org Chem. 2019 Aug 2;84(15):9611-9626. doi: 10.1021/acs.joc.9b01290. Epub 2019 Jul 22. J Org Chem. 2019. PMID: 31288517 Free article.
Advances in the transition-metal-free cyclobutanol ring expansion to 4-tetralones under N-bromosuccinimide mediation are described. We have expanded the scope of this ring expansion methodology and investigated the effect substituents on the aromatic ring, and the cyclo
Advances in the transition-metal-free cyclobutanol ring expansion to 4-tetralones under N-bromosuccinimide mediation are described. W …
C-C Bond-Forming Strategy by Manganese-Catalyzed Oxidative Ring-Opening Cyanation and Ethynylation of Cyclobutanol Derivatives.
Ren R, Wu Z, Xu Y, Zhu C. Ren R, et al. Angew Chem Int Ed Engl. 2016 Feb 18;55(8):2866-9. doi: 10.1002/anie.201510973. Epub 2016 Jan 22. Angew Chem Int Ed Engl. 2016. PMID: 26800349
A novel C-C bond-forming strategy employing manganese-catalyzed ring-opening of cyclobutanol substrates, followed by cyanation or ethynylation, is described. ...All transformations described are based on a common sequence: 1) oxidative ring-opening of cyclobutanol s …
A novel C-C bond-forming strategy employing manganese-catalyzed ring-opening of cyclobutanol substrates, followed by cyanation or eth …
Regioselective Transition-Metal-Free Oxidative Cyclobutanol Ring Expansion to 4-Tetralones.
Natho P, Kapun M, Allen LAT, Parsons PJ. Natho P, et al. Org Lett. 2018 Dec 21;20(24):8030-8034. doi: 10.1021/acs.orglett.8b03619. Epub 2018 Dec 6. Org Lett. 2018. PMID: 30520646 Free article.
A facile and transition-metal-free ring expansion of the cyclobutanol moiety to 4-tetralones fused to heteroaromatic systems is described. ...
A facile and transition-metal-free ring expansion of the cyclobutanol moiety to 4-tetralones fused to heteroaromatic systems is descr …
Synthesis of Cyclobutane Analogue 4: Preparation of Purine and Pyrimidine Carbocyclic Nucleoside Derivatives.
Hasaneen N, Ebead A, Hassan M, Afifi H, Hunter H, Lee-Ruff E, El-Gohary NS, Maarouf AR, El-Emam AA. Hasaneen N, et al. Molecules. 2019 Sep 5;24(18):3235. doi: 10.3390/molecules24183235. Molecules. 2019. PMID: 31491981 Free PMC article.
The N-9 regioisomer was reduced with sodium borohydride to give the all trans cyclobutanol as the major product in a stereoselective manner. The alcohol was debenzoylated with sodium methoxide in a transesterification step to give the nucleoside analogue. ...Regiospecifici …
The N-9 regioisomer was reduced with sodium borohydride to give the all trans cyclobutanol as the major product in a stereoselective …
Enantioselective Ir-Catalyzed Allyl Alkylation/Semipinacol Rearrangement.
Zhao S, Yue W, Yang M, Li X, Chen B, Gao Y, Yu W, Ni HL, Hu P, Wang BQ, Cao P. Zhao S, et al. Org Lett. 2024 Feb 16;26(6):1224-1228. doi: 10.1021/acs.orglett.4c00025. Epub 2024 Feb 2. Org Lett. 2024. PMID: 38305744
Chiral Ir(I)-(P,olefin) and Sc(OTf)(3) catalysts cooperatively initiate the asymmetric allylic alkylation of alkenyl cyclobutanols with allylic alcohols, triggering ring expansion of the cyclobutanol moiety through a stereoselective 1,2-alkyl migration. The reaction afford …
Chiral Ir(I)-(P,olefin) and Sc(OTf)(3) catalysts cooperatively initiate the asymmetric allylic alkylation of alkenyl cyclobutanols with ally …
95 results