Stereoselective synthesis of N-alkylaziridines from N-chloroamines.
We report the first racemic and stereoselective synthesis of cis- and trans-N-alkylaziridines viaN-chloroamines; using this methodology an N-3,4,5-trimethoxybenzylaziridine was synthesised and efficiently cleaved, affording the corresponding NH aziridine in high yield.
Bew
Sean P
SP
School of Chemical Sciences & Pharmacy, UEA, Norwich, UK NR4 7TJ. s.bew@uea.ac.uk
Hughes
D L
DL
Palmer
Nicholas J
NJ
Savic
Vladimir
V
Soapi
Katy M
KM
Wilson
Martin A
MA
D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D002700:Chloramines / Q000138:chemical synthesis*; D003500:Cyclization; D015394:Molecular Structure; D012997:Solvents; D013237:Stereoisomerism
D001388:Aziridines; D002700:Chloramines; D012997:Solvents; C033132:aziridine