Bicyclobutanes: from curiosities to versatile reagents and covalent warheads

Autor: Christopher B. Kelly, John A. Milligan, Leon J. Tilley, Taylor M. Sodano

Publikováno v: Chemical Science. 13:11721-11737

The unique chemistry of small, strained carbocyclic systems has long captivated organic chemists from a theoretical and fundamental standpoint. A resurgence of interest in strained carbocyclic species has been prompted by their potential as bioisoste

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d8595cc3bcfcbf6c5a673bba8b6e292a
https://doi.org/10.1039/d2sc03948f

A Revised Preparation of (4-Acetamido-2,2,6,6-tetramethylpiperidin-1-yl)oxyl and 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate: Reagents for Stoichiometric Oxidations of Alcohols

Autor: James M. Bobbitt, Nicholas A. Eddy, Leon J. Tilley, Stephanie A. Murray, Casey E. Camire

Publikováno v: Synthesis. 45:326-329

Revised preparations of (4-acetamido-2,2,6,6-tetramethylpiperidin-1-yl)oxyl and the corresponding oxoammonium salt, 4-acetamido-2,2,6,6-tetramethyl-1-oxoammonium tetrafluoroborate are presented together with some of the important properties of these

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::bc6265ad7cedcb4de9b902cf2ad6409d
https://doi.org/10.1055/s-0032-1317861

ChemInform Abstract: Synthesis of Perfluoroalkyl-Substituted Vinylcyclopropanes by Way of Enhanced Neighboring Group Participation

Autor: Allyson E. MacInnis, Christopher B. Kelly, Nicholas E. Leadbeater, Matthew J. Doherty, Emma R. Carnaghan, Diana C. Fager, John J. Hauck, Leon J. Tilley, Michael A. Mercadante

Publikováno v: ChemInform. 46

A simple, high yielding, two-step, one-pot protocol for the preparation of trifluoromethyl-substituted vinylcyclopropanes from α-CF3 homoallyl alcohols is disclosed. Destabilization of the cationic intermediate by the electron-withdrawing CF3 group

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::b68d2dd53c5017a047125016959b7d8e
https://doi.org/10.1002/chin.201546089

ChemInform Abstract: 1,3-γ-Silyl-elimination in Electron-Deficient Cationic Systems

Autor: Leon J. Tilley

Publikováno v: ChemInform. 46

1,3-γ-Silyl-elimination in electron-deficient cationic systems affording cyclic CF3-substituted products is studied.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6035a2f214cc3c4cc9e7ebea98f41298
https://doi.org/10.1002/chin.201508086

1,3-γ-Silyl-elimination in electron-deficient cationic systems

Autor: Kayla R. Delle Chiaie, Katherine K. Duffy, Megan T. Dumas, Bao H. Truong, Vitaliy Gorbatyuk, Christopher B. Kelly, Leon J. Tilley, Stephanie A. Murray, Madeline R. McGohey, Michael D. Drago, Kristina M. Vailonis, Diana C. Fager, Marc C. Piquette, Shaina L. Roy, Catherine L. Lynes, Cameron R. Hill, Bryanna L. C. Glod, Rebecca M. Leising, Trevor A. Hamlin, Katherine E. Hansen, Katherine R. Sullivan, Ryan M. Smith, Allyson E. MacInnis, Michael A. Mercadante, Nicholas E. Leadbeater

Publikováno v: Mercadante, M A, Kelly, C, Hamlin, T A, Delle Chiaie, K R, Drago, M D, Duffy, K K, Dumas, M T, Fager, D C, Glod, B L C, Hansen, K E, Hill, C R, Leising, R M, Lynes, C L, Macinnis, A E, McGohey, M R, Murray, S A, Piquette, M C, Roy, S L, Smith, R M, Sullivan, K R, Truong, B H, Vailonis, K M, Gorbatyuk, V, Leadbeater, N E & Tilley, L J 2014, ' 1,3-γ-Silyl-elimination in electron-deficient cationic systems ', Chemical Science . https://doi.org/10.1039/c4sc01732c
Chemical Science. Royal Society of Chemistry

Placement of an electron-withdrawing trifluoromethyl group (–CF3) at a putative cationic centre enhances γ-silyl neighbouring-group participation (NGP). In stark contrast to previously studied γ-silyl-substituted systems, the preferred reaction p

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e5fc7f8b9c43f613c892f6bd8878501a
https://research.vu.nl/en/publications/698270b4-9bd5-4552-8452-d9af77b10c0a