One-Pot Carbanionic Synthesis of P 1 , P 2-Diglycosyl, P 1,P 1,P 2-Triglycosyl, and P 1,P 1,P 2,P 2-Tetraribosyl Methylenediphosphonates

Novel lithiated carbanions derived from ethyl glycosyl- and diglycosyl methylphosphonates were used in a direct and convenient synthesis of P 1,P 2-diglycosyl, P 1,P 1,P 2-triglycosyl, and P 1,P 1,P 2,P 2-tetraribosyl methylenediphosphonates involving a one-pot methylidenediphosphonylation of sugars...

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Bibliographic Details
Published in:Journal of organic chemistry 2006-10, Vol.71 (21), p.7978-7988
Main Authors: Grison, Claude, Chibli, Hicham, Barthès, Nicolas, Coutrot, Philippe
Format: Article
Language:English
Subjects:
Chemical Sciences
Organic chemistry
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Summary:Novel lithiated carbanions derived from ethyl glycosyl- and diglycosyl methylphosphonates were used in a direct and convenient synthesis of P 1,P 2-diglycosyl, P 1,P 1,P 2-triglycosyl, and P 1,P 1,P 2,P 2-tetraribosyl methylenediphosphonates involving a one-pot methylidenediphosphonylation of sugars.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo061087v