Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 2, Issue 2, Pages 248-256Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.200600363
Keywords
asymmetric catalysis; azides; aziridination; ruthenium; salen ligands
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We synthesized new Ru(salen)(CO) complexes of high durability and achieved aziridination with good to excellent enantioselectivity by using azide compounds that contain an easily removable N-sulfonyl group, such as the 2-(trimethylsilyl)ethanesulfonyl group, as a nitrene precursor. Aziridination of less-reactive cA,P-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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