Efficient preparation of N-phenylsulfenyl ketimines from oximes or nitro compounds without racemization of alpha-stereocenters.
Jordi Burés, Carles Isart, Jaume Vilarrasa
Index: Org. Lett. 9(22) , 4635-4638, (2007)
Full Text: HTML
Abstract
As N-sulfenyl imines (e.g., RR'C=N-SAr) can be readily transformed to their N-sulfinyl imines (RR'C=N-SOAr), N-sulfonyl imines (RR'C=N-SO2Ar), and N-sulfonyl oxaziridines, the very mild procedure developed to convert ketoximes and secondary nitro derivatives to N-arenesulfenyl ketimines constitutes a new and efficient route to all these series of compounds. The configuration of the alpha-stereocenters is retained.
Related Compounds
Related Articles:
2012-06-01
[Org. Lett. 14(11) , 2726-9, (2012)]
Formation, characterization, and sub-50-nm patterning of organosilane monolayers with embedded disulfide bonds: An engineered self-assembled monolayer resist for electron-beam lithography. Wang X, et al.
[Langmuir 19(23) , 9748-9758, (2003)]
On the involvement of lipoic acid in. alpha.-keto acid dehydrogenase complexes. Rastetter WH, et al.
[J. Am. Chem. Soc. 101(10) , 2752-2753, (1979)]
Asymmetric phase-transfer reactions under base-free neutral conditions. Shirakawa S and Maruoka K.
[Tetrahedron Lett. 55(29) , 3833-3839, (2014)]
Direct, organocatalytic α-sulfenylation of aldehydes and ketones. Wang W, et al.
[Tetrahedron Lett. 45(44) , 8229-8231, (2004)]