1096017-18-3Relevant academic research and scientific papers
Asymmetric aziridination of cyclic enones using chiral diamine catalysts and its application to the total synthesis of (-)-agelastatin A
Menjo, Yasuhiro,Hamajima, Akinari,Sasaki, Neri,Hamada, Yasumasa
supporting information; experimental part, p. 5744 - 5747 (2012/01/06)
The asymmetric aziridination of cyclic enones with N-tosyloxycarbamates, using N-neopentyl 1,2-diphenylethylenediamine as a catalyst, and its application to the formal total synthesis of (-)-agelastatin A, using a one-pot silylation-selenylation procedure
Asymmetric catalytic aziridination of cyclic enones
De Vincentiis, Francesco,Bencivenni, Giorgio,Pesciaioli, Fabio,Mazzanti, Andrea,Bartoli, Giuseppe,Galzerano, Patrizia,Melchiorre, Paolo
supporting information; experimental part, p. 1652 - 1656 (2011/08/02)
The first catalytic method for the asymmetric aziridination of cyclic enones is described. The presented organocatalytic strategy is based on the use of an easily available organocatalyst that is able to convert a wide range of cyclic enones into the desired aziridines with very high enantiomeric purity and good chemical yield. Such a method may very well open up new opportunities to stereoselectively prepare complex chiral molecules that possess an indane moiety, a framework that is found in a large number of bioactive and pharmaceutically important molecules
Organocatalytic asymmetric aziridination of enones
Pesciaioli, Fabio,De Vincentiis, Francesco,Galzerano, Patrizia,Bencivenni, Giorgio,Bartoli, Giuseppe,Mazzanti, Andrea,Melchiorre, Paolo
supporting information; experimental part, p. 8703 - 8706 (2009/05/15)
A primary amine derived from cinchona alkaloids as a salt with d-N-Boc phenylglycine (Boc = tert-butoxycarbonyl) is an efficient catalyst for the aziridination of α,β-unsaturated ketones. This method is effective with both linear and cyclic substrates, leading to chiral aziridines in high yield, with complete diastereoselectivity, and with very high enantioselectivity (Cbz = benzyloxycarbonyl).
