The synthesis of homo-C-nucleoside analogues and their phosphoramidite derivatives as well as new glycoamino acids on the basis of D-ribose and 2-deoxy-D-ribose is in the present work described. Starting from β-allyl-C-glycosides of D-ribofuranose and 2-deoxy-D-ribofuranose were prepared some key derivatives (alcohols, amines, aldehydes, alkynones) in good yields, that allowed the synthesis of quite different nucleoside analogues and glycoamino acids. Some of our nucleosides were converted into suitable building blocks for solid phase nucleic acid oligomerization. Initial studies with our glycoamino acids showed, that they are also suitable for the oligomerization on the solid phase. With this work, the base has been expanded to take advantage of our β-allyl-C-glycosides derivatives in order to prepare in several ways new potentially biologically active compounds.