The reaction of protected 1,2-anhydro-alpha-D-gluco- and beta-D-manno-pyranoses with alkyl and phenyl organocuprates afforded the corresponding C-glycosyl compounds in acceptable to high yield. Complete stereocontrol was obtained, leading respectively to the beta-D or the alpha-D anomer. With the perbenzylated manno derivative, deoxygenation at C-2 was achieved in high yield, affording 2-deoxy-alpha-D-C-glycosyl compounds.
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WIERENGA W, 1981, TOTAL SYNTHESIS NATU, V4, P263