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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 2
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Original Articles

SIMPLE SYNTHESIS OF OXIRANYLIDENE-2,2-BIS(PHOSPHONIC ACID): TETRABENZYL GEMINAL BISPHOSPHONATE ESTERS AS USEFUL INTERMEDIATES

, &
Pages 211-218 | Received 04 Dec 2000, Published online: 16 Aug 2006
 

ABSTRACT

Tetrabenzyl geminal bisphosphonate esters are shown to be useful synthetic equivalents of 1,1-bis(phosphonic acid)s which may be easily functionalized at the central carbon atom without phosphonate ester hydrolysis. The parent bis(phosphonic acid) unit is readily regenerated by hydrogenolysis. The chemistry is used to prepare the elusive epoxide oxiranylidene-2,2-bis(phosphonic acid) by a short and reliable procedure.

ACKNOWLEDGMENT

This investigation has enjoyed the support of Shire Pharmaceuticals plc.

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