New Dipolar Cycloaddition reactions of a Carbohydrate-derived Vinyl Sulfoxide Alkyne Equivalent and a Polymer-supported Alkyne with Azides

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Title: New Dipolar Cycloaddition reactions of a Carbohydrate-derived Vinyl Sulfoxide Alkyne Equivalent and a Polymer-supported Alkyne with Azides
Author: Moore, Martin
Description: This attempted synthesis of a class of carbohydrate analogs known as pseudodisaccharides and the study of soluble polymer supports were the focus of this research. The potential of 1,3-dipolar cycloadditions with carbohydrate-derived vinyl sulfoxides and a sulfone with organic azides was investigated to synthesize the pseudodisaccharide. The conditions of the reaction would allow for the cycloaddition followed by the elimination of the sulfur group in a single reaction flask because of the electron withdrawing effects of the sulfur group. The study of soluble polymer supports utilized poly(ethyleneglycol) monomethylether to create soluble polymer-supported carbohydrates. The methodology of dipolar cycloaddition was applied to a polymer-supported alkyne for the synthesis of sugar-derived triazoles.
Permanent Link: http://rave.ohiolink.edu/etdc/view?acc_num=ysu997197481
http://hdl.handle.net/2374.OX/3061
Date: 1998

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