Benzoyl Peroxide (BPO)
A direct asymmetric benzoyloxylation of aldehydes with benzoyl peroxide catalyzed by (S)-2-(triphenylmethyl)pyrrolidine provides optically active α-benzoyloxyaldehydes as useful chiral building blocks.
T. Kano, H. Mii, K. Maruoka, J. Am. Chem. Soc., 2009, 131, 3450-3451.
The direct asymmetric α-benzoyloxylation of β-ketocarbonyls catalyzed by a chiral primary amine demonstrates excellent enantioselectivity for a broad range of substrates, which allows convenient access to highly enantioenriched α-hydroxy-β-ketocarbonyls.
D. Wang, C. Xu, L. Zhang, S. Luo, Org. Lett., 2015, 17, 576-579.
A highly regio- and enantioselective hydroxyamination of aldehydes with in situ generated nitrosocarbonyl compounds from hydroxamic acid derivatives was realized by combining TEMPO and BPO as oxidants in the presence of a binaphthyl-modified amine catalyst.
T. Kano, F. Shirozu, K. Maruoka, J. Am. Chem. Soc., 2013, 135, 17735-17738.
Copper-catalyzed carboamination of alkenes enables an efficient synthesis of γ-amino butyric acid (GABA) derivatives from alkenes. In this difunctionalization reaction, acetonitrile serves as the source of the carbon and nitrogen functionalities. A copper-catalyzed radical-polar crossover mechanism is proposed.
N. Zhu, T. Wang, L. Ge, Y. Li, X. Zhang, H. Bao, Org. Lett., 2017, 19, 4718-4721.
A one-pot sequential 1,3-dipolar cycloaddition/aromatization reaction sequence enables the synthesis of multisubstituted pyrroles from simple, easy available alkenes. A well-defined silver-catalyzed 1,3-dipolar cycloaddition reaction is followed by a benzoyl peroxide-mediated oxidative dehydrogenative aromatization reaction.
Y. Liu, H. Hi, X. Wang, S. Zhi, Y. Kan, C. Wang, J. Org. Chem., 2017, 82, 4194-4202.