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Synthesis of L-glucose derivatives from D-glucose and L-arabinose

✍ Scribed by P. Smid; D. Noort; H. J. G. Broxterman; N. C. R. van Straten; G. A. van der Marel; J. H. van Boom


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
504 KB
Volume
111
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

L‐Glucose derivatives are prepared by two different routes. The first involves a modification of the previously reported multi‐step approach by Shiozaki^8^, starting from a D‐glucurono‐1,5‐lactone derivative, resulting in the isolation of 2,3,4,6‐tetra‐O‐benzyl‐L‐glucopyranose. The other route comprises the synthesis of penta‐O‐acetyl‐L‐glucopyranose via a highly stereoselective addition of [(phenyldimethylsilyl)methyl]magnesium chloride with 2,3,5‐tri‐O‐benzyl‐L‐arabinofuranose.


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