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

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

Publikováno v: European Journal of Organic Chemistry. 2015:4071-4076

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_________::fef6fa9fdf0647d2e4a48035261f78a0
https://doi.org/10.1002/ejoc.201500565

Development of methodologies for reactions involving gases as reagents: microwave heating and conventionally-heated continuous-flow processing as examples

Autor: Michael A. Mercadante, Nicholas E. Leadbeater

Publikováno v: Green Processing and Synthesis, Vol 1, Iss 6, Pp 499-507 (2012)

Microwave (MW) heating and conventionallyheated continuous-flow processing have emerged as viable alternatives to the traditional methods of preparing organic compounds. These tools enable the chemist to circumvent some of the issues associated with

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7119fccd319c29daf8d96771b1de7da0
https://doaj.org/article/dc6ffae5a0f44ceea38ad3c4b9718fb5

A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations

Autor: Michael A. Mercadante, Trevor A. Hamlin, Christopher B. Kelly, Jacob. J. Loman, Emma R. Carnaghan, Nicholas E. Leadbeater, John M. Ovian

Publikováno v: Loman, J J, Carnaghan, E R, Hamlin, T A, Ovian, J M, Kelly, C B, Mercadante, M A & Leadbeater, N E 2016, ' A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations ', Organic and Biomolecular Chemistry . https://doi.org/10.1039/c6ob00347h
Organic and Biomolecular Chemistry. Royal Society of Chemistry

The propensity of oxoammonium cations to facilitate the oxidative ring-opening of cyclic ethers to their corresponding distal hydroxy ketones is investigated. The reaction has been evaluated using experimental and computational methods to gain deeper

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::472c263b9a146b115eb44c09bc436f5a
http://www.scopus.com/inward/record.url?eid=2-s2.0-84968835165&partnerID=MN8TOARS

Access to Dienophilic Ene-Triketone Synthons by Oxidation of Diketones with an Oxoammonium Salt

Autor: Gabriel Fenteany, Nicholas E. Leadbeater, Michael A. Mercadante, Nicholas A. Eddy, Christopher B. Kelly

Publikováno v: Organic Letters. 14:498-501

Here we describe the oxidation of 1,3-cyclohexanediones with 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (Bobbitt's salt) to generate 5-ene-1,2,4-triones in moderate-to-good (40-80%) yields. This inexpensive oxidant faci

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c32fbfe8a4c1b4e71efe8891c3c6213b
https://doi.org/10.1021/ol2030873

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