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Stereoselective synthesis of chiral oxepanes and pyrans through intramolecular nitrone cycloaddition in organized aqueous media

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Title Stereoselective synthesis of chiral oxepanes and pyrans through intramolecular nitrone cycloaddition in organized aqueous media
 
Creator Chatterjee, A
Bhattacharya, PK
 
Subject Chemistry, Organic
 
Description A highly stereoselective surfactant-catalyzed intramolecular nitrone (formed by dehydration in water) cycloaddition in aqueous media leading to exclusive formation of a single isomer is reported. Either oxepane or pyran is formed from 3-O-allyl furanoside derivatives, which constitute the framework of a large number of biologically active compounds. Therefore, the environmentally friendly, efficient, and highly stereoselective syntheses of these chiral intermediates are still a meaningful pursuit.
 
Publisher AMER CHEMICAL SOCWASHINGTON1155 16TH ST, NW, WASHINGTON, DC 20036 USA
 
Date 2011-09-20T12:12:22Z
2011-09-20T12:12:22Z
2006
 
Type Article
 
Identifier JOURNAL OF ORGANIC CHEMISTRY
0022-3263
http://hdl.handle.net/123456789/14242
 
Language English