66050-00-8Relevant articles and documents
Chiral bases as useful probes of lithium amide reactivity
Prestly, Mark R.,Simpkins, Nigel S.
, p. 12068 - 12071 (2012)
Experiments involving competition between chiral and achiral lithium amides provide a qualitative impression of the kinetics of different amide motifs in enolization reactions. The level of enantioselectivity was not diminished by the inclusion of lithium
Titanium- And Lewis acid-mediated cyclopropanation of imides
Bertus, Philippe,Szymoniak, Jan
, p. 659 - 662 (2008/02/05)
We report a straightforward synthesis of 1-azaspirocyclopropane lactams from imides. Following the described procedure, polycyclic nitrogen heterocycles containing a cyclopropane unit could be obtained from unsaturated imides.
Oxazaborolidine catalysed enantioselective reduction of cyclic meso-imides
Ostendorf, Martin,Romagnoli, Romeo,Pereiro, Isabel Cabeza,Roos, Eric C.,Moolenaar, Marinus J.,Speckamp, W. Nico,Hiemstra, Henk
, p. 1773 - 1789 (2007/10/03)
Full details of the enantioselective reduction of cyclic meso-imides catalysed by an enantiopure oxazaborolidine derived from (S)-α,α-diphenylprolinol are reported. Treatment of the imides with borane in the presence of the catalyst led to a mixture of cis- and trans-hydroxylactams and, after subsequent ethanolysis, to the corresponding diastereomerically pure trans-ethoxylactams. The enantiomeric excesses were shown to be 68-94% by HPLC-determination. One example, in which the ethoxylactam was converted into the benzenesulfonyllactam, could be crystallized to >99% enantiomeric purity.