NDLI: Coupling of Grignard Reagents with ArSCl Adducts of Vinyl Ethers as a Useful Option for Formation of Carbon-Carbon Bonds

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Coupling of Grignard Reagents with ArSCl Adducts of Vinyl Ethers as a Useful Option for Formation of Carbon-Carbon Bonds

Content Provider	Scilit
Author	Smoliakova, Irina P. Caple, Ron Brenny, Jay W. Smit, William A. Kryschenko, Yury K. Shashkov, Alexandr S. Chizhov, Oleg S. Krimer, Miron Z. Morar, Galina V. Kalyan, Yury B.
Copyright Year	1995
Description	Adducts formed upon $Ad_{E}$ reaction of ArSCl with vinyl ethers were shown to be capable of reacting with Grignard reagents to give the corresponding β-arylthioalkylated products. In some cases it is preferable to run the reaction in the presence $Li_{2}CuCl_{4}$. A tandem sequence of (i) ArSCl addition to tri-O-benzyl-D-glucal followed by (ii) the coupling of the resulting adduct with a set of various Grignard reagents was elaborated as a fairly general and stereoselective pathway for the preparation of 2-arylthio-2-deoxy-β-C-glucosides.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-1995-4934.pdf
Ending Page	276
Page Count	2
Starting Page	275
ISSN	09365214
e-ISSN	14372096
DOI	10.1055/s-1995-4934
Journal	Synlett
Issue Number	03
Volume Number	1995
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	1995-03-01
Access Restriction	Open
Subject Keyword	Organic Chemistry Β-arylthioalkyl Chloride 2-deoxy-β-c-glucopyranoside C-c Bond Formation
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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