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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2015 Volume 25, Issue 1, Pages 44–46 (Mi mendc2295)

This article is cited in 11 papers

Communications

Levoglucosenone-derived precursors for the stereoselective synthesis of methylene-expanded analogues of C-nucleosides

V. K. Brelab, A. V. Sametc, L. D. Konyushkinc, A. I. Stashd, V. K. Belskyd, V. V. Semenovc

a Institute of Physiologically Active Compounds, Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
c N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
d L. Ya. Karpov Institute of Physical Chemistry, Moscow, Russian Federation

Abstract: Simple chiral precursors for the preparation of methylene-expanded C-nucleosides were developed, using as key steps pyrolysis of cellulose to levoglucosenone followed by hydrogenation and introduction of vinyl and ethynyl fragments to the 2-position.

Language: English

DOI: 10.1016/j.mencom.2015.01.016



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