| Literature DB >> 27934501 |
Ignacio Colomer1, Rosimeire Coura Barcelos1, Kirsten E Christensen1, Timothy J Donohoe1.
Abstract
A new method for the stereoselective metal-free syn-dihydroxylation of electron-rich olefins is reported, involving reaction with TEMPO/IBX in trifluoroethanol (TFE) or hexafluoroisopropanol (HFIP) and the addition of a suitable nucleophile. Orthogonally protected syn 1,2-diols were obtained with high levels of diastereocontrol, and these products were selectively deprotected and selectively functionalized into synthetically useful compounds.Entities:
Year: 2016 PMID: 27934501 DOI: 10.1021/acs.orglett.6b02959
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005