Novel Preparation of Vinylphosphonates, Vinylphosphinates, and Vinylphosphine Oxides via β-Elimination of Nitrous Acid

Abstract

Base treatment of 2-dimethoxyphosphinyl-, 2-methoxyphenylphosphinyl- and 2-diphenylphosphinyl-1-nitroethane derivatives results in ß-elimination of nitrous acid to afford the corresponding vinyl derivatives in excellent yield. This is a useful method for the preparation of 5,6-dideoxy-5-C-(dimethoxyphosphinyl)-, 5,6-dideoxy-5-C-(methoxyphenylphosphinyl)-, and 5, 6-dideoxy-5-C-(diphenylphosphinyl)-xylo-hexo-5-enofuranose derivatives as well as 5,6-dideoxy-5-C-(dimethoxyphosphinyl)-xylo-hexofuranose.