Synthesis of α-quaternary bicyclo[1.1.1]pentanes through synergistic organophotoredox and hydrogen atom transfer catalysis was written by Nugent, Jeremy;Sterling, Alistair J.;Frank, Nils;Mousseau, James J.;Anderson, Edward A.. And the article was included in Organic Letters in 2021.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:
Bicyclo[1.1.1]pentanes (BCPs) are of importance in drug design as sp3-rich bioisosteres of arenes and tert-Bu groups, however the preparation of BCPs with adjacent quaternary carbons is barely known. Authors report a facile synthesis of α-quaternary BCPs using organophotoredox and hydrogen atom transfer catalysis in which α-keto radicals, generated through oxidation of β-ketocarbonyls, underwent efficient addition to [1.1.1]propellane. The BCP products can be transformed into a variety of useful derivatives including enantioenriched BCPs featuring α-quaternary stereocenters. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Quality Control of 1-Tosylpiperidin-4-one).
1-Tosylpiperidin-4-one (cas: 33439-27-9) 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.Quality Control of 1-Tosylpiperidin-4-one
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem