Article ; Online: Facile synthesis of enantiomerically pure 2- and 2,3-disubstituted furans catalysed by mixed Lewis acids: an easy route to 3-iodofurans and 3-(hydroxymethyl)furans.
Chemistry (Weinheim an der Bergstrasse, Germany)
2009 Volume 15, Issue 24, Page(s) 6041–6049
Abstract: Simple and efficient syntheses, catalysed by a mixed Lewis acid system (ZrCl(4)/ZnI(2 ...
Abstract | Simple and efficient syntheses, catalysed by a mixed Lewis acid system (ZrCl(4)/ZnI(2)), of enantiomerically pure 2- and 2,3-disubstituted furan derivatives--including important synthons such as 3-iodofuran and 3-(hydroxymethyl)furan derivatives--from commercially available 3,4,6-tri-O-acetyl-D-glucal are described. The transformation is achieved through a synergistic interaction between ZrCl(4) and ZnI(2) in catalytic amounts. |
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MeSH term(s) | Catalysis ; Chlorides/chemistry ; Furans/chemical synthesis ; Furans/chemistry ; Iodides/chemistry ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Stereoisomerism ; Zinc Compounds/chemistry |
Chemical Substances | Chlorides ; Furans ; Iodides ; Zinc Compounds ; zinc iodide (762R7A0O0B) ; zinc chloride (86Q357L16B) |
Language | English |
Publishing date | 2009-06-08 |
Publishing country | Germany |
Document type | Journal Article ; Research Support, Non-U.S. Gov't |
ZDB-ID | 1478547-x |
ISSN | 1521-3765 ; 0947-6539 |
ISSN (online) | 1521-3765 |
ISSN | 0947-6539 |
DOI | 10.1002/chem.200900007 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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