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Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(-)-Quinic Acid

Authors :
Shu-Yu Yang
Tzenge-Lien Shih
Source :
Molecules, Vol 17, Iss 4, Pp 4498-4507 (2012)
Publication Year :
2012
Publisher :
MDPI AG, 2012.

Abstract

Efficient syntheses of four aminocyclitols are reported. Each synthesis is accomplished in eight steps starting from D-(-)-quinic acid. The key step involves a highly regioselective ring opening of epoxides by sodium azide.

Details

Language :
English
ISSN :
14203049
Volume :
17
Issue :
4
Database :
Directory of Open Access Journals
Journal :
Molecules
Publication Type :
Academic Journal
Accession number :
edsdoj.56fe3b4be6fb4575b1c15cdcf5603ef5
Document Type :
article
Full Text :
https://doi.org/10.3390/molecules17044498