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InCl3 catalyzed reactions of ethyl diazoacetate with aldimines: a highly diastereoselective synthesis of cis-aziridine carboxylates
β Scribed by Saumitra Sengupta; Somnath Mondal
- Book ID
- 104210662
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 139 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
InCl 3 catalyzed reactions of ethyl diazoacetate with aldimines give aziridine carboxylates under mild conditions, low catalyst loading and with high cis-selectivity.
π SIMILAR VOLUMES
Aldimines (generated in situ from aldehydes and amines) undergo ready addition with ethyl diazoacetate in the presence of a catalytic amount of lithium perchlorate in acetonitrile to afford the corresponding cis-aziridine carboxylates in high yields with high diastereoselectivity. 10 mol% LiClO 4 in
4b~t: Aziridine-2-carboxylates were prepared from the reaction of hexahydro-l,3,5-triazines or Nmethoxymethylanilines with alkyl diazeacetates in the presence of Lewis acid catalyst in high yield.