Synthesis of activated alkenes bearing the difluoromethylenephosphonate group: a range of building blocks for the synthesis of secondary difluorophosphonates
| العنوان: | Synthesis of activated alkenes bearing the difluoromethylenephosphonate group: a range of building blocks for the synthesis of secondary difluorophosphonates |
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| المؤلفون: | Thierry Lequeux, Afshan H. Butt, Howard J. Easterfield, G. Stuart Cockerill, Kevin Blades, Jonathan M. Percy |
| المصدر: | Journal of the Chemical Society, Perkin Transactions 1. :3609-3614 |
| بيانات النشر: | Royal Society of Chemistry (RSC), 1999. |
| سنة النشر: | 1999 |
| مصطلحات موضوعية: | Dephosphorylation, chemistry.chemical_compound, Nitroaldol reaction, chemistry, Organic chemistry, Sulfoxide, Methylene, Hydrate, Phosphate, Nitroalkene, E1cB-elimination reaction |
| الوصف: | Active methylene compounds reacted readily with stable hydrate 2-diethoxyphosphoryl-2,2-difluoroethane-1,1-diol to afford a range of activated alkenes bearing the difluoromethylenephosphonate group, a useful motif in the synthesis of phosphate ester mimics of biological interest. Wadsworth–Horner–Emmons reactions were employed using modified Rathke conditions for the syntheses of alkenoates, an alkenoic acid and a vinyl sulfone, while a Henry reaction followed by E1cB dehydration afforded an enedioate and a nitroalkene. A vinyl sulfoxide was less straightforward to synthesise and dephosphorylation to a difluoromethyl congener accompanied attempts to force the reaction to completion. |
| تدمد: | 1364-5463 0300-922X |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::5ff82b642d19e281e16db6c04e7e0b91 https://doi.org/10.1039/a907052d |
| رقم الأكسشن: | edsair.doi...........5ff82b642d19e281e16db6c04e7e0b91 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 13645463 0300922X |
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