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Reaction of 2 H -Azirine Phosphine Oxide and -Phosphonates with Nucleophiles. Stereoselective Synthesis of Functionalized Aziridines and α- and β-Aminophosphorus Derivatives †

✍ Scribed by Palacios, Francisco; Ochoa de Retana, Ana M.; Alonso, José M.


Book ID
118040244
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
242 KB
Volume
70
Category
Article
ISSN
0022-3263

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Reaction of 2H-Azirine Phosphine Oxide a
✍ Francisco Palacios; Ana M. Ocha de Retana; Jose M. Alonso 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 37 KB

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Asymmetric synthesis of 2H-aziridine pho
✍ Francisco Palacios; Domitila Aparicio; Ana Marı́a Ochoa de Retana; Jesús M. de l 📂 Article 📅 2003 🏛 Elsevier Science 🌐 English ⚖ 216 KB

A simple and efficient method for asymmetric synthesis of 2H-azirine-2-phosphonates 6 is described. The key step is a base-mediated Neber reaction of p-toluenesulfonyloximes 4 derived from phosphonates. Triethylamine 5, alkaloids 7 and solid-phase bound achiral 8 or chiral amines 9 are used. Reducti