Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5279851 | Tetrahedron Letters | 2005 | 5 Pages |
Abstract
The amino acid-catalyzed direct enantioselective one-step de novo synthesis of carbohydrates using dihydroxyacetone phosphate mimetics as donors and aldehydes or in situ generated imines as acceptors is presented. The addition of water significantly accelerates as well as improves the enantioselectivity of the biomimetic aldol and Mannich reactions. The C3+Cn methodology presented herein is a direct entry to orthogonally protected C-5 and C-6 ketoses (e.g., ribulose, tagatose and piscose) and deoxy- and aminosugars such as 4-amino-4-deoxy-fructose.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Ismail Ibrahem, Armando Córdova,