Stereospecific conversion of alcohols into pinacol boronic esters using lithiation–borylation methodology with pinacolborane
journal contribution
posted on 2019-10-02, 15:21 authored by S Roesner, CA Brown, M Mohiti, AP Pulis, R Rasappan, DJ Blair, S Essafi, D Leonori, VK AggarwalThe synthesis of primary and secondary pinacol boronic esters via
lithiation–borylation of carbamates and benzoates with pinacolborane is described. This new protocol enables the highly selective
synthesis of enantioenriched and geometrically defined boronic esters
that cannot otherwise be accessed by alternative methodologies.
Funding
We thank EPSRC and the European Research Council (FP7/2007-2013, ERC grant no. 246785) for support. R. R. thanks the Marie Curie Fellowship program (EC FP7, no. 329578).
History
Citation
Chemical Communications, 2014, 50 (31), pp. 4053-4055Author affiliation
/Organisation/COLLEGE OF SCIENCE AND ENGINEERING/Department of ChemistryVersion
- VoR (Version of Record)
Published in
Chemical CommunicationsPublisher
Royal Society of Chemistryissn
1359-7345eissn
1364-548XAcceptance date
2014-02-26Copyright date
2014Available date
2019-10-02Publisher DOI
Publisher version
https://pubs.rsc.org/en/content/articlelanding/2014/CC/C4CC00993B#!divAbstractNotes
Electronic supplementary information (ESI) available: Detailed experimental procedures, 1 H and 13C NMR spectra of all new compounds, chiral HPLC and SFC traces. See DOI: 10.1039/c4cc00993bLanguage
enAdministrator link
Usage metrics
Categories
No categories selectedKeywords
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC