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One-pot carbanionic synthesis of [P.sup.1],[P.sup.2]-diglycosyl, [P.sup.1],[P.sup.1],[P.sup.2]-triglycosyl, and [P.sup.1],[P.sup.1],[P.sup.2],[P.sup.2]-tetraribosyl methylenediphosphonates
- Source :
- Journal of Organic Chemistry. Oct 13, 2006, Vol. 71 Issue 21, 7978-7988
- Publication Year :
- 2006
-
Abstract
- Novel lithiated carbanions derived from ethyl glycosyl- and diglycosyl methylphosphonates are used in a direct synthesis of [P.sup.1],[P.sup.2]-diglycosyl, [P.sup.1],[P.sup.1],[P.sup.2]-triglycosyl, and [P.sup.1],[P.sup.1],[P.sup.2],[P.sup.2]-tetraribosyl methylenediphosphonates involving a one-pot methylidenediphosphonylation of sugars. This new and direct access to di-, tri- or tetraglycosyl methylenediphosphonates can be used in the preparation of compounds of biological interest, if chemoselective hydrolysis of the ethyl ester in the final products is improved.
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 71
- Issue :
- 21
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.155720139