4.8 Article

2-Deoxy-2-iodo-β-glucopyranosyl fluorides:: Mild and highly stereoselective glycosyl donors for the synthesis of 2-deoxy-β-glycosides from β-hydroxy ketones

Journal

ORGANIC LETTERS
Volume 5, Issue 1, Pages 81-84

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol027257h

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Funding

  1. NIGMS NIH HHS [GM 38436] Funding Source: Medline

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2-Deoxy-2-iodo-beta-glucopyranosyl fluoride 14 is a highly stereoselective glucopyranosyl donor that may be activated under mild conditions. Application of this new glycosyl donor to the glycosidation reactions of a variety of acceptors including beta-hydroxy ketones affords beta-glycosides with high efficiency and stereoselectivity.

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