Diastereoselective Formation of Methylene-Bridged Glycoluril Dimers
- 16 February 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (6) , 755-758
- https://doi.org/10.1021/ol991382k
Abstract
The acid-catalyzed formation of methylene-bridged glycoluril dimers yields the C2v-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.Keywords
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