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Diastereoselective synthesis of 5-(alditol-1-C-yl)-hydantoins and their use as precursors of polyhydroxylated-α-amino acids

Ulgheri, Fausta and Orrù, Gianmauro and Crisma, Marco and Spanu, Pietro (2004) Diastereoselective synthesis of 5-(alditol-1-C-yl)-hydantoins and their use as precursors of polyhydroxylated-α-amino acids. Tetrahedron Letters, Vol. 45 (5), p. 1047-1050. ISSN 0040-4039. Article.

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DOI: 10.1016/j.tetlet.2003.11.077

Abstract

The synthesis of 5-(alditol-1-C-yl)-hydantoin derivatives was performed via diastereoselective aldol-type addition of 1,3-dibenzyl-hydantoin to enantiopure aldehydo sugars. Starting from the d-ribo-configured 5-(alditol-1-C-yl)-hydantoin template, the synthesis of (2R,3S,4R)-3,4,5-trihydroxynorvaline was carried out.

Item Type:Article
ID Code:2532
Status:Published
Refereed:Yes
Uncontrolled Keywords:Hydantoin, Imidazolidin-2,4-dione
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:002 Altri enti e centri di ricerca del Nord Sardegna > CNR-Consiglio Nazionale delle Ricerche > Istituto di chimica biomolecolare, Sassari
Publisher:Pergamon / Elsevier
ISSN:0040-4039
Copyright Holders:© 2003 Elsevier
Deposited On:18 Aug 2009 10:08

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