Abstract:
Amination of 2-methoxycarbonyl-3-chloro-1-pyrroline 1 with H2NOSO3H occurs predominantly from the anti side with respect to chlorine to afford the bicyclic diaziridine 2 with axial orientation of the 4-chloro substituent. Chlorination of 2 takes place exclusively in the 6-endo position to give 3a. 4,6-Dichlorodiaziridine is transformed from chair 3a into boat 3b as a result of endo–exo isomerization.
Document Type:
Article
Language: English
Citation:
S. N. Denisenko, P. Rademacher, R. G. Kostyanovsky, “Stereospecific synthesis of bicyclic diaziridines: 4a-chloro-; 4e,6a- and 4a,6e-dichloro-5-methoxycarbonyl-1,6-diazabicyclo[3.1.0]hexanes”, Mendeleev Commun., 8:2 (1998), 54–56
Linking options:
https://www.mathnet.ru/eng/mendc4652
https://www.mathnet.ru/eng/mendc/v8/i2/p54
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Jagjit S. Chadha, Luisa Corrado, “Macro-Prudential Policy on Liquidity: What Does a DSGE Model Tell Us?”, SSRN Journal, 2010
S. N. DENISENKO, P. RADEMACHER, R. G. KOSTYANOVSKY, “ChemInform Abstract: Stereospecific Synthesis of Bicyclic Diaziridines: 4a‐Chloro‐; 4e,6a‐ and 4a,6e‐Dichloro‐5‐methoxycarbonyl‐1,6‐diazabicyclo[3.1.0]hexanes.”, ChemInform, 29:38 (1998)
R. G. Kostyanovsky, G. V. Shustov, V. V. Starovoitov, I. I. Chervin, “Sterically controlled population of the 1,2-cis-form of 1,2-dimethyl-3-tert-butyldiaziridine”, Mendeleev Commun., 8:3 (1998), 113–116
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