| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5223730 | Tetrahedron | 2008 | 8 Pages |
Abstract
An highly stereoselective, flexible and very short synthetic approach to d-ribo-configured ureido monosaccharides of the aldose, aldonic acid and alditol series has been performed starting from the 5-(alditol-1-C-yl)-hydantoin intermediates, obtained via aldol-type addition reaction of hydantoin based building blocks to enantiomerically pure aldehydes. A study to assess the stereoselectivity of this reaction has been undertaken and a very high increase of diastereoselectivity was observed depending on the hydantoin protecting group. The imidazolidinone ring elaboration of 5-(alditol-1-C-yl)-hydantoin intermediates to give ureido sugar derivatives was studied.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Fausta Ulgheri, Daniela Giunta, Pietro Spanu,