60769-68-8Relevant academic research and scientific papers
Acylative Kinetic Resolution of Cyclic Hydroxamic Acids
Yin, Jingwei,Straub, Matthew R.,Liao, Julian D.,Birman, Vladimir B.
, p. 1546 - 1549 (2022/03/01)
Racemic cyclic hydroxamic acids bearing an aryl substituent adjacent to the hydroxyl group undergo effective acylative kinetic resolution promoted by benzotetramisole (BTM).
Approach to Fully Substituted Cyclic Nitrones from N-Hydroxylactam Derivatives: Development and Application to the Total Synthesis of Cylindricine C
Hiraoka, Shobu,Matsumoto, Tsutomu,Matsuzaka, Koki,Sato, Takaaki,Chida, Noritaka
supporting information, p. 4381 - 4385 (2019/02/26)
An approach to cyclic nitrones from N-hydroxylactam derivatives is documented. The nucleophilic addition of an organolithium reagent to an N-OSEM [SEM=2-(trimethylsilyl)ethoxymethyl] lactam forms a five-membered chelated intermediate, which undergoes both elimination and deprotection to give a fully substituted nitrone in a one-pot process. When combined with the N-oxidation of easily available chiral lactams, this method becomes especially useful for the quick synthesis of chiral nitrones in enantio-pure form, enabling the concise total synthesis of cylindricine C.
