Peraino, Nicholas J. published the artcileDiastereoselective Synthesis of γ-Lactones through Reaction of Sulfoxonium Ylides, Aldehydes, and Ketenes: Substrate Scope and Mechanistic Studies, Quality Control of 4972-31-0, the publication is European Journal of Organic Chemistry (2021), 2021(1), 151-160, database is CAplus.
In this article, we describe the synthesis of γ-lactones through the reaction of sulfoxonium ylides, aldehydes, and disubstituted ketenes [e.g., ylide precursor I.BF4– + benzaldehyde + isobutylphenylketene â?II (60%, 83:17 dr)]. The one-pot sequential method provides access to γ-lactones from disubstituted ketenes, in moderate to excellent yields, and with good diastereoselectivity favoring the trans-diastereomer (dr up to 92:8). The reaction mechanism was investigated by performing labeling, crossover, and various control experiments The results of those experiments support the reaction mechanism involving betaine formation, reaction of the betaine with a ketene to form an enolate intermediate, [3,3]-sigmatropic rearrangement of an enolate intermediate, and finally, 5-exo-tet cyclization to afford the γ-lactone product.
European Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Quality Control of 4972-31-0.
Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem