33268-36-9Relevant academic research and scientific papers
Synthesis of Chiral γ-Lactams via in Situ Elimination/Iridium-Catalyzed Asymmetric Hydrogenation of Racemic γ-Hydroxy γ-Lactams
Yuan, Qianjia,Liu, Delong,Zhang, Wanbin
, p. 1886 - 1889 (2017/04/11)
Chiral γ-lactams have been synthesized in excellent yields and enantioselectivities (up to 99% yield and 96% ee) from easily accessible racemic γ-hydroxy γ-lactams via an iridium-phosphoramidite catalyzed asymmetric hydrogenation. The reaction was designed based on insight into the reaction mechanism demonstrated in previous work and can be carried out at a reduced catalyst loading of 0.1 mol % on a gram scale. Several potential bioactive compounds can be synthesized from the reduced products. Mechanistic studies indicated that the reduced products were obtained via the hydrogenation of the N-acyliminium cations, generated from γ-hydroxy γ-lactams.
The thorpe-ingold effect in cyclic imides. Part III
Pawlowski, Michal,Wojtasiewicz, Krystyna,Maurin, Jan K.,Leniewski, Andrzej,B?achut, Dariusz,Czarnocki, Zbigniew
, p. 1743 - 1754 (2008/03/14)
Reactivity of phenyllithium with a number of succinimide derivatives were studied. We have shown that the Thorpe-Ingold effect affected both the reaction products distribution and their structures. Regioselectivity of these reactions were rationalized. Structures were confirmed with NMR and crystallographic methods.
