Conclusions
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1.
The selectivity of benzylation of the primary hydroxyl group in the presence of sodium isopropoxide is greater than in the presence of the hydride.
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2.
The selectivity of the benzylation of the primary hydroxyl group by benzyl trichloroacetimidate is low.
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3.
Benzylation of the thallium alkoxide of benzyl-2-acetamido-2-desoxy-α-D-glucapyranoside proceeds readily and selectively in the 6-position.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 671–675, March, 1986.
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Bovin, N.V., Musina, L.Y. & Khorlin, A.Y. Approaches to the selective benzylation of the primary hydroxyl group. Russ Chem Bull 35, 614–617 (1986). https://doi.org/10.1007/BF00953238
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DOI: https://doi.org/10.1007/BF00953238