The synthesis of L-gulose and L-xylose from D-gluconolactone
Resource
Tetrahedron 58 (2): 253-259
Journal
Tetrahedron
Journal Volume
58
Journal Issue
2
Pages
253-259
Date Issued
2002
Date
2002
Author(s)
Abstract
L-Gulose, an essential component for the antibiotic and antitumor activities of bleomycin A2, was synthesized in 47% yield from D-glucono-1,5-lactone. The effective cleavage of acetonides by SnCl2 in the presence of tert-butyldimethylsilyl ethers was of importance in the course of synthesis. Elaboration of D-glucono-1,5-lactone that includes a step of oxidative degradation by Dess-Martin periodinane also afforded a respectable yield of L-xylose. © 2002 Elsevier Science Ltd. All rights reserved.
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journal article
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