Orthogonally Protected 1,2-Diols from Electron-Rich Alkenes Using Metal-Free Olefin syn-Dihydroxylation

Colomer, Ignacio; Barcelos, Rosimeire Coura; Christensen, Kirsten E.; Donohoe, Timothy J.

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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Orthogonally Protected 1,2-Diols from Electron-Rich Alkenes Using Metal-Free Olefin syn-Dihydroxylation

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Author(s):	Colomer, Ignacio ; Barcelos, Rosimeire Coura ; Christensen, Kirsten E. ; Donohoe, Timothy J. Total Authors: 4
Document type:	Journal article
Source:	ORGANIC LETTERS; v. 18, n. 22, p. 5880-5883, NOV 18 2016.
Web of Science Citations:	13
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. (AU)

FAPESP's process:	14/16516-9 - New catalytic reactions for the construction of peptides and carbohydrate hybrids
Grantee:	Rosimeire Coura Barcelos
Support Opportunities:	Scholarships abroad - Research Internship - Post-doctor

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