75834-56-9Relevant academic research and scientific papers
The Mukaiyama aldol reaction of in situ generated nitrosocarbonyl compounds: Selective C-N bond formation and N-O bond cleavage in one-pot for α-amination of ketones
Ramakrishna, Isai,Grandhi, Gowri Sankar,Sahoo, Harekrishna,Baidya, Mahiuddin
, p. 13976 - 13979 (2015)
A practical protocol for the α-amination of ketones (up to 99% yield) has been developed via the Mukaiyama aldol reaction of in situ generated nitrosocarbonyl compounds. The reaction with silyl enol ethers having a disilane (-SiMe2TMS) backbone proceeded not only with perfect N-selectivity but concomitant N-O bond cleavage was also accomplished. Such a cascade of C-N bond formation and N-O bond cleavage in a single step was heretofore unknown in the field of nitrosocarbonyl chemistry. A very high diastereoselectivity (dr = 19 : 1) was accomplished using (-)-menthol derived chiral nitrosocarbonyl compounds.
Experiments towards the Synthesis of the Ergot Alkaloids and Related Structures. Part 2. New Alkylations on α-Carbon and Nitrogen in α-Amidoketones.
Bowman, Ralph E.
, p. 2126 - 2133 (2007/10/02)
The alkylation of a number of α-amidoketones in the 3,4-dihydro-naphthalen-1(2H)-one and acenaphthen-5(2aH)-one series, involving treatment with sodium hydride (1 or 2 mol equiv.) in dimethylformamide solution and subsequent reaction with alkyl halides, h
