175789-36-3Relevant academic research and scientific papers
Highly functionalized pyridines synthesis from N-sulfonyl ketimines and alkynes using the N-S bond as an internal oxidant
Zhang, Qian-Ru,Huang, Ji-Rong,Zhang, Wei,Dong, Lin
, p. 1684 - 1687 (2014)
The N-S bond-based internal oxidant offers a distinct approach for the synthesis of highly functionalized pyridines. A novel Rh(III)-catalyzed one-pot process undergoes an efficient C-C/C-N bond formation along with desulfonylation under very mild conditions. The method is quite simple, general, and efficient.
Enantioselective zinc-mediated conjugate alkynylation of saccharin-derived 1-: Aza -butadienes
Blay, Gonzalo,Castilla, Alvaro,Sanz, David,Sanz-Marco, Amparo,Vila, Carlos,Mu?oz, M. Carmen,Pedro, José R.
supporting information, p. 9461 - 9464 (2020/09/02)
The enantioselective 1,4-alkynylation of conjugated imines derived from saccharin with aryl- and alkyl-substituted terminal alkynes has been achieved. The reaction mediated by diethylzinc in the presence of a catalytic amount of a bis(hydroxy)malonamide chiral ligand provides the corresponding imines bearing a propargylic stereocenter with moderate yields and fair to excellent enantioselectivities. This journal is
The Construction of 3-Methyl-4-arylpiperidines via a trans- Perhydroindolic Acid-Catalyzed Asymmetric Aza-Diels-Alder Reaction
An, Qianjin,Shen, Jiefeng,Butt, Nicholas,Liu, Delong,Liu, Yangang,Zhang, Wanbin
supporting information, p. 3627 - 3638 (2016/01/25)
An efficient trans-perhydroindolic acid-catalyzed asymmetric aza-Diels-Alder reaction of cyclic 1-azadienes and propanal was developed for the synthesis of chiral 3-methyl-4-aryldehydropiperidine derivatives (up to 98% yield and 99% ee). Such scaffolds are often found in bioactive compounds and medicines. A gram-scale reaction was carried out with a low catalyst loading to give the desired product in high yield and with excellent enantioselectivity. The resulting dehydropiperidine derivatives can be further transformed to chiral 3-methyl-4-aryl-substituted piperidines with high efficiency.
