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945 results

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Page 1
Photocatalytic Cross-Pinacol Coupling Promoted by Carbon Dioxide.
Okumura S, Takahashi T, Torii K, Uozumi Y. Okumura S, et al. Chemistry. 2023 Aug 4;29(44):e202300840. doi: 10.1002/chem.202300840. Epub 2023 Jul 8. Chemistry. 2023. PMID: 37235525
Cross-pinacol coupling of two different carbonyl compounds was achieved through successive one-electron transfer processes under photocatalytic conditions. ...A wide variety of aromatic and aliphatic carbonyl substrates underwent the cross-pinacol coupling to afford …
Cross-pinacol coupling of two different carbonyl compounds was achieved through successive one-electron transfer processes under phot …
Cross-Selective Aza-Pinacol Coupling via Atom Transfer Catalysis.
Rafferty SM, Rutherford JE, Zhang L, Wang L, Nagib DA. Rafferty SM, et al. J Am Chem Soc. 2021 Apr 21;143(15):5622-5628. doi: 10.1021/jacs.1c00886. Epub 2021 Apr 8. J Am Chem Soc. 2021. PMID: 33830738 Free PMC article.
A cross-selective aza-pinacol coupling of aldehydes and imines has been developed to afford valuable beta-amino alcohols. ...
A cross-selective aza-pinacol coupling of aldehydes and imines has been developed to afford valuable beta-amino alcohols. ...
How Big is the Pinacol Boronic Ester as a Substituent?
Fasano V, McFord AW, Butts CP, Collins BSL, Fey N, Alder RW, Aggarwal VK. Fasano V, et al. Angew Chem Int Ed Engl. 2020 Dec 7;59(50):22403-22407. doi: 10.1002/anie.202007776. Epub 2020 Oct 7. Angew Chem Int Ed Engl. 2020. PMID: 32866342
The synthetically versatile pinacol boronic ester group (Bpin) is generally thought of as a bulky moiety because of the two adjacent quaternary sp(3) -hydribized carbon atoms in its diol backbone. ...
The synthetically versatile pinacol boronic ester group (Bpin) is generally thought of as a bulky moiety because of the two adjacent …
Pinacol Cross-Coupling Promoted by an Aluminyl Anion.
O'Reilly A, Evans MJ, McMullin CL, Fulton JR, Coles MP. O'Reilly A, et al. Chemistry. 2024 Jan 2;30(1):e202302999. doi: 10.1002/chem.202302999. Epub 2023 Nov 8. Chemistry. 2024. PMID: 37786922
A simple sequential addition protocol for the reductive coupling of ketones and aldehydes by a potassium aluminyl grants access to unsymmetrical pinacolate derivatives. Isolation of an aluminium ketyl complex presents evidence for the accessibility of radical species. Prod …
A simple sequential addition protocol for the reductive coupling of ketones and aldehydes by a potassium aluminyl grants access to unsymmetr …
Copper-Mediated Radiobromination of (Hetero)Aryl Boronic Pinacol Esters.
Mixdorf JC, Hoffman SLV, Aluicio-Sarduy E, Barnhart TE, Engle JW, Ellison PA. Mixdorf JC, et al. J Org Chem. 2023 Feb 17;88(4):2089-2094. doi: 10.1021/acs.joc.2c02420. Epub 2023 Feb 6. J Org Chem. 2023. PMID: 36745853 Free PMC article.
A copper-mediated radiobromination of (hetero)aryl boronic pinacol esters is described. Cyclotron-produced [(76/77)Br]bromide was isolated using an anion exchange cartridge, wherein the pre-equilibration and elution solutions played a critical role in downstream deboro-bro …
A copper-mediated radiobromination of (hetero)aryl boronic pinacol esters is described. Cyclotron-produced [(76/77)Br]bromide was iso …
Catalytic Enantioselective Aza-pinacol Rearrangement.
Yu Y, Li J, Jiang L, Zhang JR, Zu L. Yu Y, et al. Angew Chem Int Ed Engl. 2017 Jul 24;56(31):9217-9221. doi: 10.1002/anie.201705539. Epub 2017 Jun 29. Angew Chem Int Ed Engl. 2017. PMID: 28618154
The first catalytic enantioselective asymmetric aza-pinacol rearrangement is reported. The reactions are catalyzed by a chiral phosphoric acid and proceed via a highly organized transition state involving a cyclic aza-ortho-xylylene intermediate to afford the indoline stru …
The first catalytic enantioselective asymmetric aza-pinacol rearrangement is reported. The reactions are catalyzed by a chiral phosph …
High Glass-Transition Temperature Polymer Networks Harnessing the Dynamic Ring Opening of Pinacol Boronates.
Brunet J, Collas F, Humbert M, Perrin L, Brunel F, Lacôte E, Montarnal D, Raynaud J. Brunet J, et al. Angew Chem Int Ed Engl. 2019 Aug 26;58(35):12216-12222. doi: 10.1002/anie.201904559. Epub 2019 Jul 25. Angew Chem Int Ed Engl. 2019. PMID: 31241821 Review.
Differential scanning calorimetry of high molar mass poly(4-vinylphenylboronic acid, pinacol ester)s evidenced unusual reactive events above 120 C, resulting in a high glass-transition temperature of 220 C. A reversible ring-opening reactivity of pinacol boronates i …
Differential scanning calorimetry of high molar mass poly(4-vinylphenylboronic acid, pinacol ester)s evidenced unusual reactive event …
Cr-Catalyzed Asymmetric Cross Aza-Pinacol Couplings for beta-Amino Alcohol Synthesis.
Hu H, Wang Z. Hu H, et al. J Am Chem Soc. 2023 Sep 27;145(38):20775-20781. doi: 10.1021/jacs.3c08493. Epub 2023 Sep 13. J Am Chem Soc. 2023. PMID: 37703906
Despite previous advances, the development of catalytic approaches to access beta-amino alcohols bearing vicinal stereocenters from readily available chemicals remains a prominent challenge. Herein, we describe the Cr-catalyzed asymmetric cross aza-pinacol coupling of alde …
Despite previous advances, the development of catalytic approaches to access beta-amino alcohols bearing vicinal stereocenters from readily …
Synthesis of Dihydropyridine Spirocycles by Semi-Pinacol-Driven Dearomatization of Pyridines.
Abell JC, Bold CP, Vicens L, Jentsch T, Velasco N, Tyler JL, Straker RN, Noble A, Aggarwal VK. Abell JC, et al. Org Lett. 2023 Jan 20;25(2):400-404. doi: 10.1021/acs.orglett.2c04095. Epub 2023 Jan 10. Org Lett. 2023. PMID: 36626565 Free PMC article.
Herein, we report an operationally simple synthesis of spirocyclic dihydropyridines via an electrophile-induced dearomative semi-pinacol rearrangement of 4-(1'-hydroxycyclobutyl)pyridines. The various points for diversification of the spirocyclization precursors, as well a …
Herein, we report an operationally simple synthesis of spirocyclic dihydropyridines via an electrophile-induced dearomative semi-pinacol …
945 results