Organocatalytic chemoselective monoacylation of 1,n-linear disulfonamides was written by Yoshida, Keisuke;Hirata, Atsushi;Hashimoto, Hisashi;Imayoshi, Ayumi;Ueda, Yoshihiro;Furuta, Takumi;Kawabata, Takeo. And the article was included in Tetrahedron Letters in 2017.Name: 1,2,2,6,6-Pentamethylpiperidine This article mentions the following:
Predominant monoacylation of 1,n-linear disulfonamides took place in the presence of pyrrolidinopyridine-type organocatalysts when the chain length of the linear disulfonamides was n = 3, 4, or 5 (monoacylate/diacylate = up to 44). The chemoselectivity of the competitive acylation between N,N’-ditosyl-1,5-pentanediamine (n = 5) and N,N’-ditosyl-1,3-propanediamine (n = 3) was found to be 36, favoring the former substrate. Different chain length by only one carbon atom was discriminated in the competitive acylation between N,N’-ditosyl-1,5-pentanediamine (n = 5) and of N,N’-ditosyl-1,4-butanediamine (n = 4) with the relative acylation rate of 16 in the presence of the organocatalyst. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Name: 1,2,2,6,6-Pentamethylpiperidine).
1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Name: 1,2,2,6,6-Pentamethylpiperidine
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem