15086-09-6Relevant articles and documents
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Wolfrom et al.
, p. 122,124 (1946)
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From cycloheptatriene to enantiopure sugars: Synthesis of 2-deoxyhexoses
Johnson, Carl R.,Golebiowski, Adam,Kozak, Janusz
, p. 331 - 335 (2007/10/03)
meso-Diol 3, prepared from cycloheptatriene, was desymmetrized with Pseudomonas cepacia lipase and isopropenyl acetate to provide enantiopure 4. The latter, through a series of stereocontrolled oxidation reactions, followed by ring cleavage by ozonolysis and oxidative cleavage of a terminal diol with periodate, provided of 2-deoxy-d-xylo-hexose (1) and 2-deoxy-d-arabino-hexose (2), which were characterized as the corresponding alditol pentaacetates. Copyright (C) 1998 Elsevier Science Ltd.
D-GLUCOPYRANOSYL PHENYLSULFONES: THEIR USE IN A STEREOCONTROLLED SYNTHESIS OF CIS 2,6-DISUBSTITUTED TETRAHYDROPYRANS (β-D-C-GLYCOSIDES)
Beau, Jean-Marie,Sinay, Pierre
, p. 6189 - 6192 (2007/10/02)
The lithiated anion derived from 3,4,6-tri-O-t-butyldimethylsilyl-2-deoxy-α,β-D-glucopyranosyl phenylsulfones 1 reacts with various electrophiles leading to alkylated products, precursors of β-D-C-glycosides 5a-g after stereocontrolled desulfonylation and
