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ChemInform Abstract: Stereospecific Synthesis of Bicyclic Diaziridines: 4a-Chloro-; 4e,6a- and 4a,6e-Dichloro-5-methoxycarbonyl-1,6-diazabicyclo[3.1.0]hexanes.

✍ Scribed by S. N. DENISENKO; P. RADEMACHER; R. G. KOSTYANOVSKY

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Stereospecific

Synthesis of Bicyclic Diaziridines: 4a-Chloro-; 4e,6a-and 4a,6e-Dichloro-5-methoxycarbonyl-1,6diazabicyclo[3.1.0]hexanes.

-Amination of 3-chloro-1-pyrroline (I) with H 2 N-O-SO 3 H occurs predominantly from the anti side with respect to chlorine to afford diaziridine (II). Chlorination of (II) takes place exclusively in the 6-endo position to give (III), which isomerizes rapidly to exo-isomer (IV). -(DENISENKO,

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✍ L.-L. LAI; D. H. REID πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 33 KB πŸ‘ 1 views

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