Modular Access to Eight-Membered N-Heterocycles by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes

Autor: Olga O. Sokolova, Adam D. J. Calow, Olivia Boyd, Gang-Wei Wang, John F. Bower, Sophie M. Bertrand

Publikováno v: Boyd, O, Wang, G-W, Sokolova, O O, Calow, A D J, Bertrand, S M & Bower, J F 2019, ' Modular Access to Eight-Membered N-Heterocycles by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes ', Angewandte Chemie-International Edition . https://doi.org/10.1002/anie.201910276
Angewandte Chemie International Edition

Aminocyclopropanes equipped with pendant nucleophiles undergo carbonylative heterocyclization triggered by C-C bond activation to generate eight-membered N-heterocycles. In these processes, intramolecular "capture" of a rhodacyclopentanone intermedia

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1f8b5b29f98a74f44cb2baf8eee60e03
https://pubmed.ncbi.nlm.nih.gov/31585028

Improving vaccines against Streptococcus pneumoniae using synthetic glycans

Autor: Fei-Fei Xu, Katrin Reppe, Benjamin Schumann, Martin Witzenrath, Sharavathi Guddehalli Parameswarappa, Paulina Kaplonek, Claney L. Pereira, Peter H. Seeberger, Adam D. J. Calow, Naeem Khan, Madhu Emmadi, Marilda P. Lisboa

Publikováno v: Proceedings of the National Academy of Sciences of the United States of America

Streptococcus pneumoniae remains a deadly disease in small children and the elderly even though conjugate and polysaccharide vaccines based on isolated capsular polysaccharides (CPS) are successful. The most common serotypes that cause infection are

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::04e169280462496e9923830fc4e86876
https://hdl.handle.net/21.11116/0000-0002-C08E-521.11116/0000-0002-C090-1

Base-Free β-Boration of α,β-Unsaturated Imines Catalysed by Cu2O with Concurrent Enhancement of Asymmetric Induction

Autor: Andrew Whiting, Adam D. J. Calow, Elena Fernández, Cristina Sole

Publikováno v: ChemCatChem, 2013, Vol.5(8), pp.2233-2239 [Peer Reviewed Journal]

The stereoselective synthesis of γ-aminoalcohols from the catalytic asymmetric β-boration of α,β-unsaturated imine precursors has been streamlined with the use of Cu2O as the catalyst, readily accessible (R)-(+)-2,2′-bis(diphenylphosphino)-1,1�

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::156b0e9b76b03fad2140bbdfd1e53e11
https://doi.org/10.1002/cctc.201300113

ChemInform Abstract: One-Pot Catalytic Asymmetric Borylation of Unsaturated Aldehyde-Derived Imines; Functionalization to Homoallylic Boronate Carboxylate Ester Derivatives

Autor: Alba Pujol, Andrei S. Batsanov, Adam D. J. Calow, Andrew Whiting

Publikováno v: ChemInform. 46

The conversion of 3-aryl or 3-alkyl substituted acrolein or methacrolein derivatives to the corresponding imines and subsequent in situ borylation of the latter is extensively studied.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::a9433f0d0d46b1a0ca54e863beb1ea5c
https://doi.org/10.1002/chin.201537207

Understanding α,β-unsaturated imine formation from amine additions to α,β-unsaturated aldehydes and ketones: an analytical and theoretical investigation

Autor: Elena Fernández, Andrew Whiting, Jorge J. Carbó, Jessica Cid, Adam D. J. Calow

Publikováno v: Journal of organic chemistry, 2014, Vol.79(11), pp.5163-5172 [Peer Reviewed Journal]

A combination of in situ IR spectroscopy (ReactIR) and DFT calculations have been used to understand what factors govern the selectivity in the addition of primary amines to α,β-unsaturated aldehydes and ketones, i.e., 1,2- versus 1,4-addition. It

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6513a546166a3ea5bd8b36289089607b
https://pubmed.ncbi.nlm.nih.gov/24797933