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Synthesis 1990; 1990(5): 420-422
DOI: 10.1055/s-1990-26893
DOI: 10.1055/s-1990-26893
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved.
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or duplication of any kind, translating, preparation of microfilms, and electronic
data processing and storage.Novel Preparation of Vinylphosphonates, Vinylphosphinates, and Vinylphosphine Oxides via ß-Elimination of Nitrous Acid
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Publikationsverlauf
Publikationsdatum:
17. September 2002 (online)

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.