Development of a new bicyclic imidazole nucleophilic organocatalyst for direct enantioselective C-acylation was written by Zhou, Muxing;He, Ende;Zhang, Lu;Chen, Jianzhong;Zhang, Zhenfeng;Liu, Yangang;Zhang, Wanbin. And the article was included in Organic Chemistry Frontiers in 2019.Application In Synthesis of 1,2,2,6,6-Pentamethylpiperidine This article mentions the following:
A novel chiral nucleophilic organocatalyst I easily synthesized from simple starting materials bearing a 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine skeleton has been developed and successfully applied in the direct enantioselective C-acylation of 3-substituted benzofuranones II (R1 = Me, Et, Pr; R2 = H; R3 = H, Me, Et, i-Pr, t-Bu, MeO, Ph; R4 = H, Me, Et, i-Pr, t-Bu, MeO, Ph; R5 = H, Me, Et, t-Bu, i-Pr; R2R3 = CH=CH-CH=CH; R4R5 = CH=CH-CH=CH). Its catalytic efficiency was shown to be comparable to that of the previously reported chiral 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole catalyst. A wide range of 3,3-disubstituted benzofuranones (S)-III possessing a quaternary stereocenter, were synthesized with high yields and enantioselectivities. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Application In Synthesis of 1,2,2,6,6-Pentamethylpiperidine).
1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Application In Synthesis of 1,2,2,6,6-Pentamethylpiperidine
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem