This article is cited in 2 papers

Hexa-O-acetyl-D-gentiobial in enantioselective synthesis of lysocerebrosides and their conjugates

A. G. Tolstikov^a, O. V. Tolstikova^b, G. A. Tolstikov<sup>b

a</sup> G.K. Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
^b N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation

Abstract: Hexa-O-acetyl-D-gentiobial 1 and its decyclization product (2E,4S,5R)-4-acetoxy-5-hydroxy-6-(2,3,4,6-tetra-O-acetyl-β-D-gluco-pyranosyloxy)hex-2-enal 2 have been used to synthesize O-glycosylated aminodiols 9, 10, 15 that model the structure of natural lysocerebrosides. Compounds 9, 10, 15 can serve as basic components to produce N-acylated conjugates with derivatives of arachidonic and glycyrrhizic acids.

Language: English

DOI: 10.1070/MC1996v006n04ABEH000612

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