Adam, Waldemar published the artcileEnecarbamates as Selective Substrates in Oxidations: Chiral-Auxiliary-Controlled Mode Selectivity and Diastereoselectivity in the [2+2] Cycloaddition and Ene Reaction of Singlet Oxygen and in the Epoxidation by DMD and mCPBA, Quality Control of 4042-43-7, the main research area is enecarbamate oxidation; asym induction diastereoselectivity cycloaddition enecarbamate; ene reaction of singlet oxygen enecarbamate; DMD epoxidation enecarbamate; mCPBA epoxidation enecarbamate.
The stereochem. course of the oxidation of chiral oxazolidinone-substituted enecarbamates was studied for singlet O (1O2), dimethyldioxirane (DMD), and m-chloroperbenzoic acid (mCPBA) by examining of the special structural and stereoelectronic features of the enecarbamates. Valuable mechanistic insight into these selective oxidations is gained. Whereas the R1 substituent on the chiral auxiliary is responsible for the steric shielding of the double bond and determines the sense of the π-facial diastereoselectivity, structural characteristic such as the Z/E configuration and the nature of the R2 group on the double bond are responsible for the extent of the diastereoselectivity. Stereoelectronic steering by the vinylic N functionality controls the mode selectivity (ene reaction vs. [2+2] cycloaddition) in the case of 1O2.
Journal of Organic Chemistry published new progress about [2+2] Cycloaddition reaction. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Quality Control of 4042-43-7.
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem