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2-Deoxy-2-iodo-beta-glucopyranosyl fluorides: mild and highly stereoselective glycosyl donors for the synthesis of 2-deoxy-beta-glycosides from beta-hydroxy ketones.
Org Lett. 2003 Jan 09; 5(1):81-4.OL

Abstract

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. [reaction--see text]

Authors+Show Affiliations

Department of Chemistry, University of Michigan, 930 North University, Ann Arbor, MI 48109-1055, USA.No affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

12509896

Citation

Blanchard, Nicolas, and William R. Roush. "2-Deoxy-2-iodo-beta-glucopyranosyl Fluorides: Mild and Highly Stereoselective Glycosyl Donors for the Synthesis of 2-deoxy-beta-glycosides From Beta-hydroxy Ketones." Organic Letters, vol. 5, no. 1, 2003, pp. 81-4.
Blanchard N, Roush WR. 2-Deoxy-2-iodo-beta-glucopyranosyl fluorides: mild and highly stereoselective glycosyl donors for the synthesis of 2-deoxy-beta-glycosides from beta-hydroxy ketones. Org Lett. 2003;5(1):81-4.
Blanchard, N., & Roush, W. R. (2003). 2-Deoxy-2-iodo-beta-glucopyranosyl fluorides: mild and highly stereoselective glycosyl donors for the synthesis of 2-deoxy-beta-glycosides from beta-hydroxy ketones. Organic Letters, 5(1), 81-4.
Blanchard N, Roush WR. 2-Deoxy-2-iodo-beta-glucopyranosyl Fluorides: Mild and Highly Stereoselective Glycosyl Donors for the Synthesis of 2-deoxy-beta-glycosides From Beta-hydroxy Ketones. Org Lett. 2003 Jan 9;5(1):81-4. PubMed PMID: 12509896.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - 2-Deoxy-2-iodo-beta-glucopyranosyl fluorides: mild and highly stereoselective glycosyl donors for the synthesis of 2-deoxy-beta-glycosides from beta-hydroxy ketones. AU - Blanchard,Nicolas, AU - Roush,William R, PY - 2003/1/3/pubmed PY - 2003/5/6/medline PY - 2003/1/3/entrez SP - 81 EP - 4 JF - Organic letters JO - Org. Lett. VL - 5 IS - 1 N2 - 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. [reaction--see text] SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/12509896/2_Deoxy_2_iodo_beta_glucopyranosyl_fluorides:_mild_and_highly_stereoselective_glycosyl_donors_for_the_synthesis_of_2_deoxy_beta_glycosides_from_beta_hydroxy_ketones_ L2 - https://dx.doi.org/10.1021/ol027257h DB - PRIME DP - Unbound Medicine ER -
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