STEREOSPECIFIC SYNTHESIS OF BICYCLIC DIAZIRIDINES - O-5-METHOXYCARBONYL-1,6-DIAZABICYCLO[3.1.0]HEXANES O-5-METHOXYCARBONYL-1,6-DIAZABICYCLO[3.1.0]HEXANES AND O-5-METHOXYCARBONYL-1,6-DIAZABICYCLO[3,1.0]HEXANES

Authors
DENISENKO SN RADEMACHER P KOSTYANOVSKY RG
Citation
Sn. Denisenko et al., STEREOSPECIFIC SYNTHESIS OF BICYCLIC DIAZIRIDINES - O-5-METHOXYCARBONYL-1,6-DIAZABICYCLO[3.1.0]HEXANES O-5-METHOXYCARBONYL-1,6-DIAZABICYCLO[3.1.0]HEXANES AND O-5-METHOXYCARBONYL-1,6-DIAZABICYCLO[3,1.0]HEXANES, Mendeleev communications, (2), 1998, pp. 54-56
Citations number
34
Categorie Soggetti
Chemistry
Journal title
Mendeleev communications → ACNP
ISSN journal
09599436
Issue
2
Year of publication
1998
Pages
54 - 56
Database
ISI
SICI code
0959-9436(1998):2<54:SSOBD->2.0.ZU;2-X
Abstract
Amination of 2-methoxycarbonyl-3-chloro-1-pyrroline 1 with H2NOSO3H oc curs predominantly from the anti side with respect to chlorine to affo rd the bicyclic diaziridine 2 with axial orientation of the 4-chloro s ubstituent. Chlorination of 2 takes place exclusively in the 6-endo po sition to give 3a. 4,6-Dichlorodiaziridine is transformed from chair 3 a into boat 3b as a result of endo-exo isomerization.