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Diastereoselective Formation of Methylene-Bridged Glycoluril Dimers

Authors :
Witt, D.
Lagona, J.
Damkaci, F.
Fettinger, J. C.
Isaacs, L.
Source :
Organic Letters; March 2000, Vol. 2 Issue: 6 p755-758, 4p
Publication Year :
2000

Abstract

<UFIGR ID="ol991382kn00001">The acid-catalyzed formation of methylene-bridged glycoluril dimers yields the C<INF>2</INF><INF>v</INF><INF></INF>-diastereomer selectively. Product resubmission experiments establish that the selectivity is the result of thermodynamic control. A modified synthetic route is presented that allows for the preparation of unsymmetrically substituted dimers. We present the X-ray crystal structures of both diastereomers. This class of compounds is useful for studies of self-assembly in aqueous solution.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
2
Issue :
6
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs1159952