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An efficient method for the selective synthesis of 2-deoxy-2-iodo-glycosides by O-glycosidation of D-glucal using I₂-Cu(OAc)₂.
Carbohydr Res. 2010 Nov 02; 345(16):2401-7.CR

Abstract

An efficient and convenient method for the synthesis of 2-deoxy-2-iodo-O-glycosides from tri-O-acetyl-D-glucal with various alcohols by using I₂-Cu(OAc)₂ is described. The 21 examples of corresponding glycosides were obtained in high yields, with good anomeric selectivity.

Authors+Show Affiliations

Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Sangsook, Chonburi 20131, Thailand.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

20880519

Citation

Sirion, Uthaiwan, et al. "An Efficient Method for the Selective Synthesis of 2-deoxy-2-iodo-glycosides By O-glycosidation of D-glucal Using I₂-Cu(OAc)₂." Carbohydrate Research, vol. 345, no. 16, 2010, pp. 2401-7.
Sirion U, Purintawarrakun S, Sahakitpichan P, et al. An efficient method for the selective synthesis of 2-deoxy-2-iodo-glycosides by O-glycosidation of D-glucal using I₂-Cu(OAc)₂. Carbohydr Res. 2010;345(16):2401-7.
Sirion, U., Purintawarrakun, S., Sahakitpichan, P., & Saeeng, R. (2010). An efficient method for the selective synthesis of 2-deoxy-2-iodo-glycosides by O-glycosidation of D-glucal using I₂-Cu(OAc)₂. Carbohydrate Research, 345(16), 2401-7. https://doi.org/10.1016/j.carres.2010.08.020
Sirion U, et al. An Efficient Method for the Selective Synthesis of 2-deoxy-2-iodo-glycosides By O-glycosidation of D-glucal Using I₂-Cu(OAc)₂. Carbohydr Res. 2010 Nov 2;345(16):2401-7. PubMed PMID: 20880519.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - An efficient method for the selective synthesis of 2-deoxy-2-iodo-glycosides by O-glycosidation of D-glucal using I₂-Cu(OAc)₂. AU - Sirion,Uthaiwan, AU - Purintawarrakun,Sittidate, AU - Sahakitpichan,Poolsak, AU - Saeeng,Rungnapha, Y1 - 2010/09/06/ PY - 2010/07/24/received PY - 2010/08/30/revised PY - 2010/08/31/accepted PY - 2010/10/1/entrez PY - 2010/10/1/pubmed PY - 2011/2/25/medline SP - 2401 EP - 7 JF - Carbohydrate research JO - Carbohydr. Res. VL - 345 IS - 16 N2 - An efficient and convenient method for the synthesis of 2-deoxy-2-iodo-O-glycosides from tri-O-acetyl-D-glucal with various alcohols by using I₂-Cu(OAc)₂ is described. The 21 examples of corresponding glycosides were obtained in high yields, with good anomeric selectivity. SN - 1873-426X UR - https://www.unboundmedicine.com/medline/citation/20880519/An_efficient_method_for_the_selective_synthesis_of_2_deoxy_2_iodo_glycosides_by_O_glycosidation_of_D_glucal_using_I₂_Cu_OAc_₂_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0008-6215(10)00370-8 DB - PRIME DP - Unbound Medicine ER -