Abstract
| - An efficient method for the synthesis of glycosyl phosphinic acids (21) from the correspondingC-phosphonates is described. The route developed involves three steps: reduction of the glycosylC-phosphonate to a primary phosphine, reaction of this product with an alkylating agent to afforda secondary phosphine, and finally oxidation to the phosphinic acid. Deprotection providescompounds suitable for testing as glycosyl phosphate analogues. Although the focus of this reportis the synthesis of analogues of arabinofuranosyl-containing phosphate esters, the method shouldbe readily applicable to other systems, carbohydrate or otherwise.
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