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Lactose as an inexpensive starting material for the preparation of aldohexos-5-uloses: synthesis of L-ribo and D-lyxo derivatives

Catelani, Giorgio and Guazzelli, Lorenzo and D'Andrea, Felicia (2010) Lactose as an inexpensive starting material for the preparation of aldohexos-5-uloses: synthesis of L-ribo and D-lyxo derivatives. Carbohydrate Research, 345/20 (3). pp. 369-376. ISSN 0008-6215

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    Abstract

    SUMMARY: Partially protected derivatives of L-ribo- and D-lyxo-aldohexos-5-ulose have been prepared starting from triacetonlactose dimethyl acetal derivatives. Key steps of the synthetic sequences are a) the synthesis of 4'-deoxy-4'-eno- and 6'-deoxy-5'-eno lactose derivatives, and b) the epoxidation-methanolysis of the above enol ethers to give 1,5-bis-glycopyranosides, masked form of the target 1,5-dicarbonyl hexoses.

    Item Type: Article
    Uncontrolled Keywords: lattosio, L-ribo-aldoesos-5-ulsoio, D-lixo-aldoesos-5ulosio, 1,5-bis-aldopiranosidi, epimerizzazioni. lactose, L-ribo-aldohexos-5-ulose, D-lyxo-aldohexos-5-ulose, 1,5-bis-glycopyranosides, epimerization
    Subjects: Area03 - Scienze chimiche > CHIM/06 - Chimica organica
    Divisions: Dipartimenti (until 2012) > DIPARTIMENTO DI SCIENZE FARMACEUTICHE
    Depositing User: Prof Giorgio Catelani
    Date Deposited: 26 Jan 2010
    Last Modified: 20 Dec 2010 11:49
    URI: http://eprints.adm.unipi.it/id/eprint/634

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