Direct synthesis of chiral aziridines from N-tert-butyl-sulfinylketimines.
The direct preparation of a range of variously substituted chiral tert-butylsulfinylketimines was achieved in good yield (41-90%), with relatively rapid reaction times (4-15 hours); their synthetic application was examined through the reaction with the ylides derived from trimethylsulfonium iodide and S-allyl tetrahydrothiophenium bromide, affording convenient access to a diverse range of highly substituted chiral aziridines in up to 78% yield and > 90% d.e.
Morton
Daniel
D
School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK.
Pearson
David
D
Field
Robert A
RA
Stockman
Robert A
RA
D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D001965:Bromides / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
D001388:Aziridines; D001965:Bromides; D013455:Sulfur