Synthesis of glycosyl chlorides using catalytic Appel conditions

Author:

Pongener Imlirenla12345ORCID,Nikitin Kirill12345ORCID,McGarrigle Eoghan M.12345ORCID

Affiliation:

1. Centre for Synthesis and Chemical Biology

2. UCD School of Chemistry

3. University College Dublin

4. Dublin 4

5. Ireland

Abstract

Good yields of α-glycosyl chlorides were obtained from glycosyl hemiacetals, using oxalyl chloride and 5 mol% Ph3PO as catalyst.

Funder

Science Foundation Ireland

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference71 articles.

1. J. W. White , S. J.Gunn and S. L.Warriner , Category 4, Compounds with Ywo Carbon-Heteroatom Bonds. Vol. 29, Acetals : Hal/X and O/O, S, Se, Te , in Science of Synthesis: Houben-Weyl Methods of Molecular Transformations , Thieme , New York , 5th edn, 2007

2. CV.—Synthetical preparation of glucosides

3. S. S. Kulkarni and J.Gervay-Hague , in Handbook of Chemical Glycosylation , ed. A. V. Demchenko , Wiley-VCH , Weinheim , 2008

4. Macrocyclic bis-thioureas catalyze stereospecific glycosylation reactions

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