Improved Synthesis of 3-(2-Deoxy-β-d-erythro-pentofuranos-1-yl)prop-1-ene

As part of an ongoing research program that focuses on C-nucleosides, we describe a short and efficient route for the synthesis of 3-(β-d-ribofuranos-1-yl)prop-1-ene (1). ¹ To date, the best pathway to prepare compound 1 proceeds via the 2,3-O-isopropylidene-d-ribofuranose 2 ^2–4 by treatment with allyltrimethylsilane (AllTMS) and zinc bromide in MeNO₂ as solvent. ^1,5