Journal
TETRAHEDRON LETTERS
Volume 54, Issue 39, Pages 5348-5350Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.07.093
Keywords
Glycosyl disulfide; Glycosyl thiol; DDQ; Synthesis
Categories
Funding
- University College Dublin
- Natural Science Foundation of Zhejiang Province [R4110195]
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A wide range of symmetrical and unsymmetrical glycosyl disulfides is synthesized with focus on the use of alpha-glycosyl thiols. Oxidation of alpha-glycosyl thiols with iodine leads to symmetrical alpha,alpha-glycosyl disulfides, while unsymmetrical disulfides are readily synthesized from alpha- and beta-glycosyl thiols under the action of DDQ. Thus, glycosyl disulfides containing at least one alpha-glycosidic linkage are made available. (C) 2013 Elsevier Ltd. All rights reserved.
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