De Novo Synthesis of Troc-Protected Amines: Intermolecular Rhodium-Catalyzed C-H Amination with N-Tosyloxycarbamates was written by Lebel, Helene;Huard, Kim. And the article was included in Organic Letters in 2007.Synthetic Route of C5H9NO2 This article mentions the following:
The rhodium-catalyzed intermol. C-H insertion of the nitrene derived from 2,2,2-trichloroethyl N-tosyloxycarbamate (I) proceeded in good to excellent yields to produce a variety of Troc-protected amines. E.g., rhodium(II) triphenylacetate catalyzed the reaction of MePh and I to give 50% PhCH2NHTroc. With cyclic aliphatic alkanes, it is possible to use only 2 equiv of substrate, whereas the reaction with aromatic alkanes is run neat. Not only does the nitrene insertion proceed in benzylic, secondary, and tertiary C-H bonds but also primary C-H insertion products were obtained in good yields. Finally, the use of chiral rhodium catalysts to provide an enantioselective version of this process is discussed. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Synthetic Route of C5H9NO2).
5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Synthetic Route of C5H9NO2
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem