22081-44-3Relevant articles and documents
Regioselective oxo-amination of alkenes and enol ethers with N-bromosuccinimide-dimethyl sulfoxide combination: A facile synthesis of α-amino-ketones and esters
Prasad, Pragati K.,Reddi, Rambabu N.,Sudalai, Arumugam
supporting information, p. 500 - 503 (2016/02/18)
An unprecedented conversion of alkenes and enol ethers to the corresponding α-imido carbonyl compounds with excellent regioselectivity and yields has been developed. This oxo-amination process employs readily available N-bromosuccinimide (NBS) and secondary amines as N-sources and dimethyl sulfoxide (DMSO) as the oxidant and also leads to the production of amino alcohols in a single step on reduction, thus broadening the scope of this operationally simple reaction. For the first time, the formation of reactive Me2S+-O-Br species generated by the interaction of NBS with DMSO has been proven.
Neighbour Group Participation with Reductions and Hydride Abstractions
Moehre, H.,Kamper, Ch.
, p. 512 - 520 (2007/10/02)
The reduction of N-(2-hydroxyalkyl)lactams with diisobutylaluminium hydride and the hydride ion abstraction of the corresponding amino alcohols give under neighbour group participation the fused oxazolidines.