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Improved Asymmetric Synthesis of Aziridine 2-Phosphonates Using ( S )-(+)-2,4,6-Trimethylphenylsulfinamide

✍ Scribed by Davis, Franklin A.; Ramachandar, Tokala; Wu, Yongzhong


Book ID
120318965
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
174 KB
Volume
68
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


Asymmetric synthesis of aziridine 2-phos
✍ Franklin A. Davis; William McCoull πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 266 KB

Enantiopure sulfinimine (S)-4 was employed in a Darzens-type synthesis of aziridine 2-phosphonates (-)-7/(+)-8 which were transformed into a-amino phosphonates (S)-11/(R)-12 and the first enantiopure examples of azirinyl phosphonates 13-15.

Asymmetric synthesis of 2H-aziridine pho
✍ Francisco Palacios; Domitila Aparicio; Ana Marı́a Ochoa de Retana; JesΓΊs M. de l πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 English βš– 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