Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 1, Pages 137-151Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo902244y
Keywords
-
Categories
Funding
- CSIR
- UGC India
Ask authors/readers for more resources
A highly regioselective Lewis acid-mediated S(N)2-type ring-opening of N-sulfonylaziridines and azetidines with tetraalkylammonium halides in CH2Cl2 solution to afford 1,2- and 1,3-haloamines in excellent yields is described. An easy diastereoselective route toward substituted chiral N-tosylaziridines has been developed. The mechanism of ring-opening via S(N)2 pathway has been confirmed by the formation of chiral haloamines with excellent er and dr. Chloroamines obtained from 2,3-disubstituted aziridines were converted to the chiral N-tosylamines via radical dehalogenation.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available