Abstract

C-Glycosidic phosphonates were synthesized by the addition of pyranosidic and furanosidic glycosyl radicals to α-phosphonoacrylates which occurred with high diastereoselectivity towards the formation of α-C-glycosidic phosphonates. The products are useful substrates for the synthesis of complex higher-carbon sugars related to tunicamycin by Horner-Wadsworth-Emmons reactions.

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