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Palladium-catalyzed stereoselective formation of alpha-O-glycosides.
Org Lett. 2007 Aug 02; 9(16):3173-6.OL

Abstract

A novel method for palladium-catalyzed stereoselective formation of alpha-O-glycosides has been developed. This strategy relies on the palladium-biaryl phosphine catalyst-glycal donor complexation to control the anomeric selectivity. It does not depend on the nature of the protecting groups on the substrates, thus eliminating the need for cumbersome protecting group manipulations.

Authors+Show Affiliations

Department of Chemistry and Biochemistry, Montana State University, Bozeman, Montana 59717, USA.No affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

17616145

Citation

Schuff, Brandon P., et al. "Palladium-catalyzed Stereoselective Formation of Alpha-O-glycosides." Organic Letters, vol. 9, no. 16, 2007, pp. 3173-6.
Schuff BP, Mercer GJ, Nguyen HM. Palladium-catalyzed stereoselective formation of alpha-O-glycosides. Org Lett. 2007;9(16):3173-6.
Schuff, B. P., Mercer, G. J., & Nguyen, H. M. (2007). Palladium-catalyzed stereoselective formation of alpha-O-glycosides. Organic Letters, 9(16), 3173-6.
Schuff BP, Mercer GJ, Nguyen HM. Palladium-catalyzed Stereoselective Formation of Alpha-O-glycosides. Org Lett. 2007 Aug 2;9(16):3173-6. PubMed PMID: 17616145.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed stereoselective formation of alpha-O-glycosides. AU - Schuff,Brandon P, AU - Mercer,Gregory J, AU - Nguyen,Hien M, Y1 - 2007/07/06/ PY - 2007/7/10/pubmed PY - 2007/9/5/medline PY - 2007/7/10/entrez SP - 3173 EP - 6 JF - Organic letters JO - Org. Lett. VL - 9 IS - 16 N2 - A novel method for palladium-catalyzed stereoselective formation of alpha-O-glycosides has been developed. This strategy relies on the palladium-biaryl phosphine catalyst-glycal donor complexation to control the anomeric selectivity. It does not depend on the nature of the protecting groups on the substrates, thus eliminating the need for cumbersome protecting group manipulations. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17616145/Palladium_catalyzed_stereoselective_formation_of_alpha_O_glycosides_ L2 - https://dx.doi.org/10.1021/ol071268z DB - PRIME DP - Unbound Medicine ER -