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Convenient synthesis of optically active 2H-azirine-2-carboxylic esters by Swern oxidation of aziridine-2-carboxylic esters

✍ Scribed by Luca Gentilucci; Yvonne Grijzen; Lambertus Thijs; Binne Zwanenburg


Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
268 KB
Volume
36
Category
Article
ISSN
0040-4039

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Conversion of aziridine-2-carboxylic est
✍ Johan Legters; Lambertus Thijs; Binne Zwanenburg 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 371 KB

## Abstract Aziridine‐2‐carboxylic esters 1 were converted into 2__H__‐azirine‐2‐carboxylic esters 4 in two steps. Treatment of 1 with __tert__‐butyl hypochlorite in ether gave smooth __N__‐chlorination. Reaction of __N__‐chloroaziridines 2 with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) or 1,4‐diaza