137623-64-4Relevant academic research and scientific papers
Organocatalytic oxyamination of azlactones: Kinetic resolution of oxaziridines and asymmetric synthesis of oxazolin-4-ones
Dong, Shunxi,Liu, Xiaohua,Zhu, Yin,He, Peng,Lin, Lili,Feng, Xiaoming
supporting information, p. 10026 - 10029 (2013/07/26)
The first example of oxyamination of azlactones with oxaziridines was realized using a chiral bisguanidinium salt. Efficient catalytic asymmetric oxyamination and kinetic resolution of oxaziridines occurred simultaneously. Various chiral oxazolin-4-one derivatives with potential biological activity were obtained (up to 92% ee). Meanwhile, a series of optically pure oxaziridines were recovered with up to 99% ee and successfully used in the asymmetric oxyamination of 3-methyl-1H-indole and styrene. The triple stereodifferentiation process was also studied via control experiments.
ASYMMETRIC SYNTHESIS AND STEREOCHEMICAL PROPERTIES OF OPTICALLY ACTIVE N-SULPHONYL-3-ARYLOXAZIRIDINES
Bucciarelli, Maria,Forni, Arrigo,Marcaccioli, Sergio,Moretti, Irene,Torre, Giovanni
, p. 187 - 192 (2007/10/02)
Oxidation of prochiral sulphonimines (RSO2N = CHAr) with (1S)-(+)-PCA, followed by fractional crystallization of the crude reaction products, provides highly optically-pure N-sulphonyl-3-aryloxaziridines 1H-NMR spectra recorded in the presence of chiral solvent or shift reagent, CD spectra, and the results observed by using them as new chiral oxidizing reagents, are also reported.
