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Silver(I)-catalyzed addition of zirconocenes to glycal epoxides. A new synthesis of α-c-Glycosides

Wipf, P and Pierce, JG and Zhuang, N (2005) Silver(I)-catalyzed addition of zirconocenes to glycal epoxides. A new synthesis of α-c-Glycosides. Organic Letters, 7 (3). 483 - 485. ISSN 1523-7060

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Abstract

(Chemical Equation Presented) Hydrozirconation of terminal alkynes, followed by AgClO 4 -catalyzed in situ addition of the resultant alkenylzirconocenes to 1,2-anhydrosugars (glycal epoxides) leads to α-C-glycosides in moderate to high yields.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Wipf, Ppwipf@pitt.eduPWIPF
Pierce, JG
Zhuang, N
Date: 3 February 2005
Date Type: Publication
Journal or Publication Title: Organic Letters
Volume: 7
Number: 3
Page Range: 483 - 485
DOI or Unique Handle: 10.1021/ol0475414
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1523-7060
MeSH Headings: Catalysis; Epoxy Compounds--chemical synthesis; Glycosides--chemical synthesis; Indicators and Reagents; Molecular Conformation; Organometallic Compounds--chemistry; Silver--chemistry; Stereoisomerism; Zirconium--chemistry
PubMed ID: 15673270
Date Deposited: 21 Jan 2014 17:00
Last Modified: 08 Jun 2019 14:55
URI: http://d-scholarship.pitt.edu/id/eprint/20363

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