TY - JOUR
T1 - Construction of robust ruthenium(salen)(CO) complexes and asymmetric aziridination with nitrene precursors in the form of azide compounds that bear easily removable N-sulfonyl groups
AU - Kawabata, Hirotoshi
AU - Omura, Kazufumi
AU - Uchida, Tatsuya
AU - Katsuki, Tsutomu
PY - 2007/7/2
Y1 - 2007/7/2
N2 - We synthesized new Ru-(salen)(CO) complexes of high durability and achieved aziridination with good to excellent enantiosclectivity by using azide compounds that contain an easily removable N-sulfonyl group, such as the 2-(trimethylsilyl)ethancsulfonyl group, as a nitrene precursor. Aziridination of less-reactive α,β-unsaturated esters (and amides) proceeded with excellent enantioselectivities, from which it is inferred that an electrophilic species is the active species of this reaction. The present asymmetric aziridination provides a useful tool for introducing optically active nonprotected amine groups.
AB - We synthesized new Ru-(salen)(CO) complexes of high durability and achieved aziridination with good to excellent enantiosclectivity by using azide compounds that contain an easily removable N-sulfonyl group, such as the 2-(trimethylsilyl)ethancsulfonyl group, as a nitrene precursor. Aziridination of less-reactive α,β-unsaturated esters (and amides) proceeded with excellent enantioselectivities, from which it is inferred that an electrophilic species is the active species of this reaction. The present asymmetric aziridination provides a useful tool for introducing optically active nonprotected amine groups.
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U2 - 10.1002/asia.200600363
DO - 10.1002/asia.200600363
M3 - Article
C2 - 17441159
AN - SCOPUS:33947226642
VL - 2
SP - 248
EP - 256
JO - Chemistry - An Asian Journal
JF - Chemistry - An Asian Journal
SN - 1861-4728
IS - 2
ER -