Regioselective cleavage of tetrahydrofurans bearing proximate functional groups with acid iodides

Article abstract of DOI:10.1080/00397919508011398

Tetrahydrofurans functionalized at the C2 or C3 position (alcohols, esters, amine, ether, acetal) are cleaved with RCOCl/NaI (R = Me, tBu) in acetonitrile to give regioselectively trifunctionalized derivatives. In all cases the cleavage occurs mainly or exclusively at the C-O bond the most remote from the functional group.

Full text of DOI:10.1080/00397919508011398

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Regioselective Cleavage of
Tetrahydrofurans Bearing
Proximate Functional Groups
with Acid Iodides
Pascal Mimero a , Christine Saluzzo a & Roger
Amouroux a
a Laboratoire de , Chimie Organique Physique
et Synthétique , URA CNRS 463 43 Boulevard du
11 Novembre 1918, 69622, Villeurbanne, Cedex,
France
Published online: 23 Sep 2006.
To cite this article: Pascal Mimero , Christine Saluzzo & Roger Amouroux (1995)
Regioselective Cleavage of Tetrahydrofurans Bearing Proximate Functional
Groups with Acid Iodides, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 25:5, 613-627, DOI:
10.1080/00397919508011398
To link to this article: http://dx.doi.org/10.1080/00397919508011398
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