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Synletters

Publication date: 1998-01-01
Pages: 177 -
Publisher: Thieme Publishing

Author:

Rubira, M-J
Pérez-Pérez, M-J ; Balzarini, Jan ; Camarasa, M-J

Keywords:

Science & Technology, Physical Sciences, Chemistry, Organic, Chemistry, 2-deoxyribose, phosphonates, alpha-glycosides, CELL GROWTH-FACTOR, ANTIVIRAL ACTIVITY, EXPRESSION, CONDENSATION, NUCLEOSIDES, 0304 Medicinal and Biomolecular Chemistry, 0305 Organic Chemistry, Organic Chemistry, 3404 Medicinal and biomolecular chemistry, 3405 Organic chemistry

Abstract:

Phosphonate derivatives of 2-deoxyribose have been synthesized for the first time, by Lewis acid-mediated reaction of glycosyl donors with diisopropylhydroxymetylphosphonate for compounds 2 or with triisopropyl phosphite for compounds 3. Although, the selectivity of the reaction was moderate, in both cases the α-glycosides were predominantly obtained.